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This is a pretty specific question, but:
In the beckmann rearrangement in which you have the OXIME --Acid--> AMIDE...
1.) In the oxime in which there are two R groups (R1 and R2 lets assume) attached to sp2 carbon double bonded with the nitrogen, what factors dictate which R group will attack the nitrogen once H2O leaves to form the nitrile. I am guessing its something thats very nucleophilic, yet not sterically hindering.
So an oxime that has 2 R groups (a methyl and tertbutyl), would the methyl group attack the nitrogen once water displaces.
....I realize this is specific so I hope you guys could refer to the mechanism of the Beckmann (http://en.wikipedia.org/wiki/Beckmann_rearrangement)
Thanks.
In the beckmann rearrangement in which you have the OXIME --Acid--> AMIDE...
1.) In the oxime in which there are two R groups (R1 and R2 lets assume) attached to sp2 carbon double bonded with the nitrogen, what factors dictate which R group will attack the nitrogen once H2O leaves to form the nitrile. I am guessing its something thats very nucleophilic, yet not sterically hindering.
So an oxime that has 2 R groups (a methyl and tertbutyl), would the methyl group attack the nitrogen once water displaces.
....I realize this is specific so I hope you guys could refer to the mechanism of the Beckmann (http://en.wikipedia.org/wiki/Beckmann_rearrangement)
Thanks.
