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Topic: Help Me please [diastereoselectivity of conjugate allylation]  (Read 2265 times)

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Offline Thurdpong

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Lewis Acid Promoted Allylation of Amide 19a−c

i don't understand table 1. Why 20a-c are major , The difference between allytributylstannane and allytrimethylsilane.

please  propose mechanism.

thanks very much

Mod edit: Thread title indicative of content added. Dan
« Last Edit: March 24, 2015, 07:05:01 AM by Dan »

Offline clarkstill

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Re: Help Me please [diastereoselectivity of conjugate allylation]
« Reply #1 on: March 24, 2015, 06:44:48 AM »
What are your thoughts? You need to at least show some attempt to answer the question yourself.  I would examine carefully the nature of the interaction with the lewis acid catalyst, and the various stereochemical preferences at each stage in the multi-step reaction which lead to the major diastereoisomer being the one given.
« Last Edit: March 24, 2015, 06:59:08 AM by Dan »

Offline Dan

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Re: Help Me please [diastereoselectivity of conjugate allylation]
« Reply #2 on: March 24, 2015, 07:04:20 AM »


What paper is this from - please post the citation.

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Offline Thurdpong

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Re:[diastereoselectivity of conjugate allylation]
« Reply #3 on: March 24, 2015, 11:00:14 AM »
sorry , I didn't read a list of the Forum Rules.  This is source
http://pubs.acs.org/doi/full/10.1021/jo502238r#showFigures

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