Stereochemical Course of the Allylic Hydroxylation : Reaction of 1-tert-Butyl-4-alkylidenecyclohexanes with Selenium Dioxide

摘要

Selenium dioxide-mediated oxidation of substituted olefins is regarded as one of the most reliable and predictable methods for introducing a hydroxy group into the allylic position.The reaction reveals a very useful regio- and stereo-selectivity when applied to trisubstituted olefins,producing (E)-allylic alcohol predominantly.Many aspects concerning selectivity of this reaction has been summarized with pertinent examples in a review.