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I just want to make sure if I'm understanding this correctly:
The non-Zaitsev (Hoffman) product typically forms under one of two conditions:
- Using a bulky base (ex. t-Butoxide). The bulky base abstracts the less hindered proton to form the less substituted alkene.
- Using a bulky LG on a substrate. Only instance I've really seen this is for quaternary amines that undergo elimination to form an alkene. I suppose since the LG itself is bulky (Amine with 3 alkyl groups attached), it also causes the base (I suppose any strong base in this scenario: bulky or not) to abstract the less hindered proton, also forming the less substituted alkene.
It's really this second instance I'm not too sure about. The first one I recall learning, but the second one I'm not too familiar with. "Hoffman Elimination" is on the AAMC Outline, so I figured this was important to know.
If anyone is familiar with this and can shed some insight, that would be greatly appreciated.
Thanks!
The non-Zaitsev (Hoffman) product typically forms under one of two conditions:
- Using a bulky base (ex. t-Butoxide). The bulky base abstracts the less hindered proton to form the less substituted alkene.
- Using a bulky LG on a substrate. Only instance I've really seen this is for quaternary amines that undergo elimination to form an alkene. I suppose since the LG itself is bulky (Amine with 3 alkyl groups attached), it also causes the base (I suppose any strong base in this scenario: bulky or not) to abstract the less hindered proton, also forming the less substituted alkene.
It's really this second instance I'm not too sure about. The first one I recall learning, but the second one I'm not too familiar with. "Hoffman Elimination" is on the AAMC Outline, so I figured this was important to know.
If anyone is familiar with this and can shed some insight, that would be greatly appreciated.
Thanks!