Processes for Highly Enantio- and Diastereoselective Synthesis of Acyclic Epoxy Alcohols and Allylic Epoxy Alcohols
申请人:Walsh Patrick
公开号:US20090163728A1
公开(公告)日:2009-06-25
The inventive subject matter relates to novel processes for making an epoxy alcohol from an aldehyde, comprising the steps of: (a) adding (i) an organozinc compound or (ii) divinylzinc compound and an diorganozinc compound to said aldehyde in the presence of a first catalyst to form an allylic alkoxide compound; and (b) epoxidizing said allylic alkoxide compound in the presence of an oxidant and a second catalyst.
A new method for the construction of quarternary carbon centers is reported, which is based on the Lewisacid-promoted 1,2-rearrangement of β,γ-epoxy alcohols giving α,α-disubstituted aldols stereospecifically in high yields.