I have a question in the ozonolysis cyclisation sequence. How is it possible for the amidic nitrogen to act as a nucleophile, provided that its lone pair is involved in the amidic resonance and therefore decreasing its nucleophilicity?
I was a little surprised by that myself, especially considering it eliminates to the enamine without acid catalysis. I expect the conformation of the aldehyde-amine primes it for nucleophilic attack and the cyclic aminal/enamine are much lower energy states so that it drives the equilibrium towards the product.
Great video and explanations of mechanism as always. My coworkers in graduate school call me nerd for watching but I love the content.
So beneficial video. Please keep posting more and more. It will help students like me to build up ideas of how to design organic synthesis.
Spectacular piece of work!
In the polycyclic system Hydrogen is behind the plane?? Benzyl gr also followed the same position.
Hi so nice explanation. Is there any explanation for stereoselectivty of the Tsuji-Trost reaction?? Last HAT step why H added to right hand side??
Excellent video as always. How does the chiral ligand cause the first reaction to be enantioselective? Maybe I should just read the paper
I have a question in the ozonolysis cyclisation sequence. How is it possible for the amidic nitrogen to act as a nucleophile, provided that its lone pair is involved in the amidic resonance and therefore decreasing its nucleophilicity?
I was a little surprised by that myself, especially considering it eliminates to the enamine without acid catalysis. I expect the conformation of the aldehyde-amine primes it for nucleophilic attack and the cyclic aminal/enamine are much lower energy states so that it drives the equilibrium towards the product.
Do you have a simpler molecule beginner video 😂
Micromolar is not a low concentration for drug candidates.