Making a Synthesis Stereoselective
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- เผยแพร่เมื่อ 19 ก.ย. 2024
- Introduction to stereoselective synthesis via retrosynthetic analysis. How to change reagents without changing disconnections in a retrosynthesis to introduce diastereoselectivity and enantioselectivity.
Discussion based on this literature synthesis:
doi.org/10.100...
Boron Enolates and Aldol Reactions:
• Boron Aldol Reaction -...
Ultimate Guide to the Felkin-Anh Model:
• Ultimate Guide to the ...
#chemistry #education #organicchemistry
i havent clicked faster on a video ever before. very nice to see you back at it. welcome back!!!
:) Finally have got time back from my day job. I'm keen to get back into making more of these videos.
Same
I second that!
@@CasualChemistry is there any book that you recommend on stereoselective synthesis?
Hmm. A specific one I’m not sure but anything you can find on natural product synthesis will normally use a lot of it. Classics in Total Synthesis is a good one that leads through complexity generating steps. Some of the best resources for detail here are the Evans and Myers lecture notes that you can find on there research group websites for free as pdfs
Glad to see you back!
🙂 Great to be back. Real life got in the way but keen to get on to my next videos
Very well explained.
Thanks 🙂
Nice video to brush up on things. Thank you!
Thanks 🙂 Glad you enjoyed the video
I just recently discovered your videos, because I wrote an exam on bio-/organoatalysis and found your videos on the latter topic highly educational. Although I was very sad when I realized your latest upload was about 5 months ago. Great to see, you found the time to make another video. Subscribed!
Life got in the way and time went quickly. Back on track now to make more videos 😎
This definitely deserves a like! Hugely underrated video.
🙂 Thanks
Thought it was another chem channel, never thought it's you! Can't be more exciting to watch another brand new video from the top quality posts
🙂 Been a while dealing with life stuff but glad to be back making more videos again. I’m going have an experiment with thumbnails as lots of my other videos are hard to tell apart (perhaps)
Wow your back no way!
I uhhh enjoy your videos so much because they are the only ones out there with really cool explanations on why certain reactions are used over others, especially that mukaiyama aldol, as well as the only channel which teaches retrosynthetic analysis that in depth, I had to skip SO much leaving so many gaps in my knowledge learning about the choices of reagents for certain circumstances on specific substrates, hope you’ll also go more in depth with that, and also I wanna see some more slightly advanced reactions, especially with organometallics like cycloisomerizations I guess, I enjoy those
Anyways welcome back!
Glad to be back too 🙂 and having time back in my calendar. More of this sort of stuff on the way - it’s definitely my intention to make this less like how lecturers often present this type of material. Retrosynthesis is one of my favourite topics to teach cos when you have the hang of it you can look at really complex things in new lights.
such a great video! so happy to see ur new chem video! I did learn a lot :D
🙂 Thanks. Follow up one on the way. I’m just experimenting with some new editing techniques
Great video, highly educational! looking forward to that video on chiral auxiliaries.
Hopefully that next video will take a slightly different direction than people might expect 😎 Spoilers
Awesome bit of chemistry. I am a bit stumped by the cliff hanger, I have only seen chiral auxiliaries being used that are selective for the cis enolate formation due to steric clash from an Evan's type aux and thus I wouldn't know how to get the trans enolate we need! As a guess we will need to invoke another chair like TS with the deprotonation, probably LDA as the base.
🙂 Well you’ve identified where I’ll be taking the discussion next - the trans enolate formation and being able to use it in a cyclic transition state each come with some slightly different issues than a classical Evans aux. Hopefully will get the next vid recorded this week.
Kindly post videos more frequently.
Will try my best. I had to prioritise my in person teaching commitments, but they finished last Friday. I’m recording the next video later today 🙂
@@CasualChemistry Thank you
@@CasualChemistry Thank you
I had an Advanced Organic Synthesis subjet a short time ago, and it was quite easy (mechanism experiments, cross-couplings...) until we jumped into ASSYMETRIC SYNTHESIS. I didnt know I could hate Evans and his oxazolidinones so much 😅
🙂 Lol. Agreed it’s a real gear shift when the asymmetric techniques get involved. I think I’m going to make some videos on some Evans auxiliary variants that are maybe less well known. Those Evans ones are a dream to handle in the lab though, if less so on paper.
Hi great video
Do you know any texts where i can learn more about stereoselectivity like never heard about these models (Felkin, Evans, ...). It would definitely be useful for my chemistry degree
Thanks
I have a video on Felkin stuff that might be a good place to start 🙂 You tend to find this sort of thing in discussions intro to asymmetric synthesis, but not in much detail unless you have a specialist textbook. However there’s some good pdfs online from the Evans and the Myers research groups on these things. Easiest to find with Google as their websites aren’t massively well indexed. More specifically, discussions are normally classified as “acyclic stereocontrol”
Wow, i through that this chennal death
Life got very busy - I have time now to make more videos 🙂