Monday, May 16, 2016

[2,3]-Wittig rearrangement - вики

1,2 Wittig Rearrangement
1,2 Wittig Rearrangement (Photo credit: Wikipedia)


The [2,3]-Wittig rearrangement is the transformation of an allylic ether into a homoallylic alcohol via a concertedpericyclic process. Because the reaction is concerted, it exhibits a high degree of stereocontrol, and can be employed early in a synthetic route to establish stereochemistry. The Wittig rearrangement requires strongly basic conditions, however, as a carbanion intermediate is essential. [1,2]-Wittig rearrangement is a competitive process.

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