9:11 is there a reason to suppose, that the cyclometalation proceeds with Pd(II) and not with Pd(0)?
@totalsynthesis4 жыл бұрын
That particular reaction is Pd(II) catalyzed, not Pd(0) - JACS 1985, 107, 1781 ("A Pd(0) species such as (Ph3P)4Pd does not catalyze reaction after 12h at reflux in THF") Related references on mechanism: JACS 1994, 116, 4255 | Acc. Chem. Res 1990, 23, 34 There are however probably similar, Pd(0)-catalyzed reactions with different conditions/ substrates (had a quick look, e.g. JOC 2004, 69, 6697)
@glebanful4 жыл бұрын
@@totalsynthesis Thank you for your reply! Keep on making amazing content!
@jozsefszaszi3554 жыл бұрын
Mr. Woodward, you were supposed to know that!
@glebanful4 жыл бұрын
@@jozsefszaszi355 Dear sir, me and prof. Eschenmoser are only starting to get into this novel palladium catalysis.
@ProductionBandit3 жыл бұрын
@Jm Cresencio that would then mean that Pd(0) is catalysing the reaction, which is the purpose of the use of Pd(OAc)2. the acetate ligands are supposed to be quite labile so they come off quite easily, allowing catalytic pathways to initiate requiring the non-complexed Pd(0). a Heck reaction is one such example of this catalytic pathway being used in synthetic application.
@blankspace81043 жыл бұрын
I clicked this knowing I wouldn’t understand a thing.. I indeed didn’t understand a single thing, but it was fun to see all those hexagons saying “Me.”
@baduduy3173 жыл бұрын
xd
@amytaf23873 жыл бұрын
It's started off good then I completely got lost 😂 I guess I'll have to do more research on synthesis before this will make since to me
@ChemNews3 жыл бұрын
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@OmegaPaladin1443 ай бұрын
Welcome to the KZbin graduate student seminar! I'm a biochemist with a decent organic background, and this teaches me so much. That gold-catalyzed cyclization with a cyclopropane & alkyne made my jaw drop.
@totalsynthesis3 ай бұрын
Great to hear you liked it!
@science_and_anonymous4 жыл бұрын
I AM SO HAPPY I FOUND THIS ACCOUNT. As a chemist in the drug Feild I am blow away at this synthesis. I complain at a 6 step synthesis...kudos to these nerds
@banjobear38673 жыл бұрын
Can you help me with a methoxetamine short cut? I need to get around the microwave proton rearrangement I don't have the apparatus
@obviouslytwo4u3 жыл бұрын
Stop poisoning people and give them vegetables. nature put medicine in the food
@gamerfrisk65823 жыл бұрын
@@obviouslytwo4u Ah yes, eating veggies will help you with TB. Truer words have never been spoken!
@ChemNews3 жыл бұрын
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@jasonking81444 жыл бұрын
Fantastic! I thoroughly enjoyed the perspective of newer total synthesis. The guys who do total syntheses these days are way past super saiyan.
@ChemNews3 жыл бұрын
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@augustus46824 жыл бұрын
One of the most genius underrated channel on KZbin....keep going on brother
@ChemNews3 жыл бұрын
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@deekswarner72833 жыл бұрын
me who failed chemistry 3 times: i like your funny words magic man
@ChemNews3 жыл бұрын
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@javiermiguelez46564 жыл бұрын
Great video, I am waiting for more!! Take your time of course, is not easy to summarize a total synthesis and the target audience is very limited, but I am sure that if u keep publishing this kind of videos, all the community of synthetic organic chemist will know about you!
@ChemNews3 жыл бұрын
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@quimlast71804 жыл бұрын
This is great! The only problem I can see is there's not enough content!
@ChemNews3 жыл бұрын
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@K0wface4 жыл бұрын
Wow! Very cool! Love to see a total synthesis video on youtube, and one that is very well done! Hope to see many more like this in the future!
@totalsynthesis4 жыл бұрын
Thanks! More in the works ;)
@ChemNews3 жыл бұрын
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@nathantang99644 жыл бұрын
so beautiful!! finally a youtube channel that really gets into the chemistry
@ChemNews3 жыл бұрын
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@anarchistalhazen70843 жыл бұрын
I feel very grateful to have found your channel
@ChemNews3 жыл бұрын
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@Tntpker3 жыл бұрын
Coming back to this after following an organic synthesis course is very satisfying
@ChemNews3 жыл бұрын
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@giovannipelissero18862 жыл бұрын
Thank you for your videos, they are very interesting for an undergrad like me interested in total synthesis and retrosynthesis. Keep up with the good work. From Italy.
@anp1231003 жыл бұрын
I wanna thank the KZbin algorithm for suggesting this to me. This is the first video I saw and its the one that made me a subscriber. as a second year chemistry student myself, I am proud to say that I understood most of what was going on.
@ChemNews3 жыл бұрын
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@brentblack29944 жыл бұрын
Hello, GREAT material with a perfectly paced delivery. Please make more videos, these are so informative and make the material much more understandable/accessible. Thank you for your patient and thoughtful insights to the chemical world!
@ChemNews3 жыл бұрын
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@ferozehussain76123 жыл бұрын
Being a synthetic chemist researcher it is quite interesting and inspiring to continue work I know that it is not easy as it seems on paper......it takes years to design such a complex synthesis
@ChemNews3 жыл бұрын
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@MisterDoctorBaconman3 жыл бұрын
Please keep making videos if you can, I know KZbin and life in general don't reward content like this much but what you do is important to get the small group of interested people to dive into this subject and potentially go on to make important discoveries.
@ChemNews3 жыл бұрын
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@deogracias85623 жыл бұрын
I've found ur channel on /sci/ months ago, had it bookmarked since then now that i got this vid recced i v become really intrigued to learn chemistry, i underwent chemotherapy and used taxol so this definitely relates to me, really appreciate the video hope to see more of
@ChemNews3 жыл бұрын
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@jaxonkrause56914 жыл бұрын
commenting for algorithm reasons!! these videos are awesome, and im in awe at your ability to digest big papers down into an engaging format! keep it up!
@ernieyt79423 жыл бұрын
I'm a Bio major but I have absolutely fallen in love with Organic Chemistry; so much that I'm now a Supplemental Instructor for Orgo 2. It's just so cool!
@ChemNews3 жыл бұрын
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@YoAddicts2 жыл бұрын
Materials Chemist here...my mind is entirely blown apart by the retrosynthetic routes and synthesis. Holyyy. How did you guys get good at this?
@totalsynthesis2 жыл бұрын
Many interesting possibilities in terms of reactions and approaches... and even more ways to "fail", leading to quite unique routes being explored Thanks for watching!
@marekpavlica46293 жыл бұрын
So glad to see a channel dedicated to recent multistep syntheses. Perfectly narrated, tho had to look up half of the name reactions
@ChemNews3 жыл бұрын
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@kumarnadal79674 жыл бұрын
Nice video. I enjoyed learning the history as well as the organic synthesis. Subscribed-Keep up the good work!
@ChemNews3 жыл бұрын
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@simonepisano99513 жыл бұрын
Absolutely mind blowing synthesis. Very nice video, keep up the great work!
@ChemNews3 жыл бұрын
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@lorenzoraffaele3 жыл бұрын
Recently i studied for special methodologies in organic chemistry and i was pretty amazed when you spoke about the taxol and the background, then you procedeed to explain the synthesis...
@ChemNews3 жыл бұрын
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@sijmenkroon59723 жыл бұрын
OMG this Channel is amazing how are u still so relatively small Great work keep it up!!
@ChemNews3 жыл бұрын
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@SciEch924 жыл бұрын
These videos are great. I wish there would me more of them! I appreaciate doing neat and nice ChemDraws such as the ones you show take time, but it is worth the effort! I would certainly spread the news of this videos to other chemists I know would enjoy!
@ChemNews3 жыл бұрын
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@Patrick-rj8gh3 жыл бұрын
Nice review man - tiny typo with the Bestmann reagent - there's a diazo group missing.
@ChemNews3 жыл бұрын
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@BreakingDullel3 жыл бұрын
Great video! I'm glad I found your channel, I'm sure I will learn a lot. It's hard to memorise everything from such a blast of information but if you memorise one thing for each video, you will slowly be a better chemist.
@ChemNews3 жыл бұрын
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@karthi69904 жыл бұрын
Superb Total synthesis video. I was very excited by seeing this video. Total synthesis is good approach for applying, practicing organic reactions and retrosynthesis. Please upload more videos.
@ChemNews3 жыл бұрын
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@aaronm81533 жыл бұрын
Great video, thanks for putting it together. Was nice to be able to recognise a lot of the transformations from my organic lectures! Modern day wizards, these guys.
@ChemNews3 жыл бұрын
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@shawnmulberry7743 жыл бұрын
Thank you for this effort! To say well done is truly an understatement.
@ChemNews3 жыл бұрын
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@Only4gangsta5 ай бұрын
I cannot understand antything but somehow it seems super interesting. Like puzzels for really intelligent people. I loved chemistry back in middle school. Shame that I lost it in the high school. It still fascinates me and I wish I could understand it.
@totalsynthesis5 ай бұрын
Thanks for watching nevertheless haha
@markmcphee69963 жыл бұрын
Outstanding. Will be coming back when more content is posted.
@ChemNews3 жыл бұрын
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@MrStiruam3 жыл бұрын
Nice presentation! But I couldnt help but notice some mistakes. At 13:17 methyl triphenylphosphonium bromide is displayed wrong and at 14:45 there is a pentavalent carbon shown in an explanation of the NOE spectrum.
@maysk.59983 жыл бұрын
what does that mean
@ChemNews3 жыл бұрын
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@barnicskobalazs3 жыл бұрын
this kind of "casual" org. synth. is exactly what i needed. thanks.
@ChemNews3 жыл бұрын
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@akmeister6713 жыл бұрын
So helpful. This has almost every reaction from my Total Organic Synthesis class. It's like a condensed version of the Modern Organic Synthesis book by Somfai. Thank you so Much. Really interesting synthesis.
@ChemNews3 жыл бұрын
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@elilevit45743 жыл бұрын
Currently working on my seminar presentation on the Baran lab's Taxol total synthesis route published mid 2020. It was cool watching this vid and being familiar with all of this stuff.
@ChemNews3 жыл бұрын
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@K310-i4z Жыл бұрын
Great video! But there is a small error. 10:58 The structure of Ohira-Bestmann reagent is incorrect. it's a diazo group at the bottom.
@totalsynthesis Жыл бұрын
Thanks! Yep, I think I noted this in the description or somewhere after I realized 😇
@TheJimbosan3 жыл бұрын
I LOVE your videos!!! Thank you for the content. Have you considered a different mic or audio balancing software? I’m getting a very low volume when I wtatch
@ChemNews3 жыл бұрын
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@nybotheveg4 жыл бұрын
13:50 haha that's the funniest way I've ever seen a hydration performed xD The water free hydration is brilliant.
@ChemNews3 жыл бұрын
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@dr.srinivascsir-jrfgatessr37293 жыл бұрын
Through out the synthesis, bestbpart is, before disconnection, hypothetical functional group introduction -OH group like acid group on cubane and removal at end. Here did in two steps, thieves formation then treated with tin reagent. Might be can use novel methods, like triethylsilyl hydride to get product in one step to remove -OH group. Overall good lecture and I requesting you provide more and more vedios like this. Thank you.
@ChemNews3 жыл бұрын
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@eastofthegreenline33243 жыл бұрын
This is challenging and interesting. Hope to see more. I didn't multiply the % yields but am guessing they needed a lot to start...great video.
@ChemNews3 жыл бұрын
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@Keesz13 жыл бұрын
Great videos! I have one request, though, to make things a bit more easy to follow. Could you use a 'laser pointer' of sorts, to guide us through the molecules as you discuss them? It's sometimes kind of difficult to know which part of the molecule you're talking about, and to follow what you're saying at the same time. Especially with these complex syntheses.
@ChemNews3 жыл бұрын
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@nathantang99644 жыл бұрын
please we need more videos like this!
@ChemNews3 жыл бұрын
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@levtrot30414 жыл бұрын
Your content is great !Please keep on posting !
@ChemNews3 жыл бұрын
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@bnkhlhs92143 жыл бұрын
Very nice Video! I even recognized some of the more "easy" steps such as the Wittig-Reaction or Ozonolysis.
@ChemNews3 жыл бұрын
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@rickzhang17963 жыл бұрын
Amazing video! Immediately subscribed.
@ChemNews3 жыл бұрын
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@giovannirafael53513 жыл бұрын
Very interesting content. You can rarely find anything about OC in KZbin.
@ChemNews3 жыл бұрын
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@paulheine40453 жыл бұрын
holy shit man, these are some mad organic skills. great video!
@ChemNews3 жыл бұрын
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@AlligatorKrokodil3 жыл бұрын
hey i love your videos man and i would wish for some more deeper mechanisms
@ChemNews3 жыл бұрын
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@Nikosmentis Жыл бұрын
How did the team manage to protect only the one of the two OH groups in the step with PivCl? Is this reaction selective or more favourable kinetic product at lower temperatures?
@totalsynthesis Жыл бұрын
Yes, it's selective as the primary alcohol is more reactive than the secondary!
@nicholasmwanzia7762 жыл бұрын
Great job! Thank you so much
@U954-k9b3 жыл бұрын
Хорошее видео. Спасибо за работу, комрад)
@Cineczeq1251 Жыл бұрын
Awesome video, thanks!
@totalsynthesis Жыл бұрын
Glad you liked it!
@AlphaNumeric1233 жыл бұрын
Really excellent channel. I'm quite new here, but I look forward to delving more into the channel. I'm curious, where do you get information on things like the total sale of drugs like Taxol? I see this sort of information in papers occasionally, as a way to motivate interest in a particular compound, but I never really know where to begin looking for financial information on pharmaceutical agents that I myself am making. I hope you see this, thanks!
@ChemNews3 жыл бұрын
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@kalrbaum4 жыл бұрын
Very well made video! I am glad i don't do total synthesis but it is super interesting to learn about
@ChemNews3 жыл бұрын
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@esotericyetti3274 жыл бұрын
I'd really appreciate if you discussed how advances in machine learning are contributing to advances in chemistry with specific regard to reaction prediction, synthesis analysis, pathway design etc
@ChemNews3 жыл бұрын
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@AdrianRausch-qj4tc6 ай бұрын
At 13:17. Is it possible that the reagent used in the Wittig-reaction should be Ph3P(+)-CH3? Otherwise, where does the Br go? In the conditions given in the publicaiton there is Ph3PCH3Br written, probably with a missing comma between the reagents Ph3P and CH3Br.
@totalsynthesis6 ай бұрын
Youre right, I just copied that over without activating my brain
@bon121213 жыл бұрын
Since this video took you a sheetload of time to think about and make, I will honour you with a comment. You're welcome!
@ChemNews3 жыл бұрын
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@mattleathen4453 жыл бұрын
This retro-synthesis is just insane.
@ChemNews3 жыл бұрын
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@grgvv4 жыл бұрын
Nice video and what a beautiful synthetic approach! I have only a point of criticism: you're too fast, at least for me. I would have liked more time to look at the structures before you removed them. I know that there is a pause button, but often I had to rewind a few seconds before pausing because you have already removed them.
@ChemNews3 жыл бұрын
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@sheikhmohammadarman45013 жыл бұрын
Hey, I like your approach towards each video. here's a small detail that I would like to add according to my opinion. It would be more engaging if you add some background music. thank you very much. keep up the good work. (y)
@ChemNews3 жыл бұрын
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@frogkabobs3 жыл бұрын
What is the reason for the epimerization after treatment with the Ohira-Bestmann reagent? AFAIK, the Ohira-Bestmann reagent usually does not cause alpha epimerization, and I can't find an explanation in the paper. Edit: I think it is due to base catalyzed alpha epimerization of the aldehyde via keto-enol tautomerism. The potassium carbonate base used with the Ohira-Bestmann reagent is able to induce keto-enol tautomerism on the aldehyde, which leads to conversion to the less sterically strained epimer.
@ChemNews3 жыл бұрын
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@ThatStickyNote3 жыл бұрын
Incredible videos man!
@ChemNews3 жыл бұрын
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@ChemBoy6133 жыл бұрын
Was literally my favorite subject in graduate school. Fuck yeah.
@ChemNews3 жыл бұрын
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@BossMsp4 жыл бұрын
Absolutely great video, would love to skype you and discuss some natural products and chemistry behind them. I love learning from these videos! thanks
@ChemNews3 жыл бұрын
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@Felixkeeg4 жыл бұрын
Carreira is an absolute beast. I'm new to the channel and I love every bit of it
@ChemNews3 жыл бұрын
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@onebeets3 жыл бұрын
that's so beautiful
@ChemNews3 жыл бұрын
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@siddharthyadav9053 жыл бұрын
What a clear and lucid presentation of such a beautiful synthesis. Amazing work (both Carriera and this channel!)
@ChemNews3 жыл бұрын
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@christosgiannoudis1714 жыл бұрын
Nice video,. I have one question though,, why the protected methylketone that is leading the hydroboration is pointed with dash, is a racemic micture?
@ChemNews3 жыл бұрын
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@hardrocklobsterroll3953 жыл бұрын
Excited to see this
@ChemNews3 жыл бұрын
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@foxtailedcritter4 жыл бұрын
Please make more in depth videos like this
@ChemNews3 жыл бұрын
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@gianfrancomussi60632 жыл бұрын
Eccezionale la sintesi del cubano! Ma se facciamo una nitrazione spinta, cosa otteniamo? Complimenti
@totalsynthesis2 жыл бұрын
Grazie
@ThatStickyNote4 жыл бұрын
Awesome! You really need more views!
@ChemNews3 жыл бұрын
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@soccerman14353 жыл бұрын
Ohira-Bestmann is a diazo carbonyl reagent.
@maxplank11964 жыл бұрын
amazing amount of information
@ChemNews3 жыл бұрын
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@bsheaves3 жыл бұрын
One of my cohorts in my Graduate Organic synthesis class had to give a presentation on this molecule. He didn’t look like he enjoyed making the presentation though
@ChemNews3 жыл бұрын
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@totalsynthesis Жыл бұрын
Lmao, poor guy
@gunasekaran78533 жыл бұрын
at 11.05 min, Ohira-bestmann reagent, N2 is missing!!!
@AA-gl1dr3 жыл бұрын
THANK YOU.
@ChemNews3 жыл бұрын
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@pinobear53134 жыл бұрын
amazing video keep it up.
@ChemNews3 жыл бұрын
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@singularityJoe3 жыл бұрын
HATs off for mHAT hydrofunctionalization.
@singularityJoe3 жыл бұрын
I really enjoyed the retrosynthetic analysis in this video, you do a nice job addressing the issues of complexity vs accessibility in a sparsely functionalized target.
@alpdoraterzi4 жыл бұрын
Excellent video, thanks! :)
@ChemNews3 жыл бұрын
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@timj24953 жыл бұрын
The thug glasses on E.Carreira cracked me up. Will try not to laugh when I see him in the hallway. Great video!
@ChemNews3 жыл бұрын
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@brentblack29944 жыл бұрын
Sir, Is there a way to request a specific topic? I am an amateur perfumer/fragrance enthusiast and would like to be able to request a topic. If you have a Patreon account I would not hesitate to donate. Thank you, Tcheuss!
@totalsynthesis4 жыл бұрын
Hey Brent - fire away. Can't promise but what would you like to hear about?
@ChemNews3 жыл бұрын
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@banjobear38673 жыл бұрын
I'm trying to synthesize methoxetamine without the microwave proton rearrangement step. Any ideas?
@interestingscience9933 жыл бұрын
Great upload thanks 😊
@ChemNews3 жыл бұрын
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@alexsoares53293 жыл бұрын
Great my friend!
@ChemNews3 жыл бұрын
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@jessijames233 жыл бұрын
Listen at 1,5 times the speed and it is much more listenable :D
@ChemNews3 жыл бұрын
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@britoroque3 жыл бұрын
Do you think snow is water or snow is water + CO2?
@shivraj27243 жыл бұрын
Plz upload sandal oil retrosynthesis
@charlesmcneff25903 жыл бұрын
This is amazing
@ChemNews3 жыл бұрын
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@3er24t4g13 жыл бұрын
More of these please Also they should have found the gene fir this bs and over expressed it in yeast ir something
@ChemNews3 жыл бұрын
Hi, you may like my channel with review of some selected new chemistry publications. kzbin.info
@sumitsen11594 жыл бұрын
Can you discuss some of the work by prof .Phill Baran
@ChemNews3 жыл бұрын
Hi, you may like the content on my channel with review of some selected new chemistry publications. kzbin.info
@100oskarhoff Жыл бұрын
11:03 is this the correct structure of the Ohira-Bestmann reagent?
@totalsynthesis Жыл бұрын
Nah I messed up mate
@knutritter4613 жыл бұрын
4:45 It's actually not the same depicted molecule. As you rightfully said it's a diastereoisomere... 😉 Greetings from another chemist. 😉 GREAT video though!
@knutritter4613 жыл бұрын
I have not worked as a chemist since I left uni 10 years ago. 😂
@ChemNews3 жыл бұрын
Hi, you may like my channel with review of some selected new chemistry publications. kzbin.info
@MrStrutxD2 жыл бұрын
I dropped out of school a single class before my graduation. I went for chemistry but I lost interest, i didn't understand the material or how anybody could learn so many arbitrary things and pretend that they deserve to pass the class. I had passed all of my classes with at least a 3.8, and I would have probably passed this but i just hated it. I like chemistry, but school is terrible. I did not struggle with analytical chemistry, only organic. Felt like everything was completely arbitrary and based off of how well I can memorize 100 things in a single week. Not my strong suit.
@totalsynthesis2 жыл бұрын
Shame to hear - memorization is definitely needed for initial classes but gets better later. Hope you still enjoy chemistry to some degree!
@zalxder3 жыл бұрын
"...thanks and have a great start to 2020..."
@totalsynthesis3 жыл бұрын
😂
@ChemNews3 жыл бұрын
Hi, you may like the content on my channel with review of some selected new chemistry publications. kzbin.info
@chaojin77463 жыл бұрын
Oh, I saw Me and I got confused. My brain: that doesn't look like me. My logic: it's probably a chemical or element.