I believe it has to do with how nucleophilic the base is... if you use something like LDA, which is highly basic & not very nucleophilic then you should see the deprotonation occur... Where as a more nucleophilic species will be more prone to attack the carbonyl carbon.
I believe it has to do with how nucleophilic the base is... if you use something like LDA, which is highly basic & not very nucleophilic then you should see the deprotonation occur... Where as a more nucleophilic species will be more prone to attack the carbonyl carbon.
I believe it has to do with how nucleophilic the base is... if you use something like LDA, which is highly basic & not very nucleophilic then you should see the deprotonation occur... Where as a more nucleophilic species will be more prone to attack the carbonyl carbon.
LDA, hydroxide, alcohols, (i.e. weak nucleophiles & good bases will deprotonate at the alpha carbon). Better nucleophiles like amines, etc.. will usually attack the carbonyl.
This site uses cookies to help personalize content, tailor your experience and to keep you logged in if you register.
By continuing to use this site, you are consenting to our use of cookies and terms of service.