Article ID Journal Published Year Pages File Type
5271514 Tetrahedron Letters 2009 4 Pages PDF
Abstract
Lactols and their ethers undergo smooth allylation with allyltrimethylsilane in the presence of 5 mol % iodine in dichloromethane at −78 °C to afford C-allylfuranosides in good yields and with high diastereoselectivity. The use of iodine makes this method simple, convenient and practical. This is the first report on the allylation of lactols with allyltrimethylsilane using molecular iodine as a catalyst. Enhanced diastereoselectivity is the key feature of this protocol.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
Authors
, , , , ,