Stereoselective Synthesis of Quaternary Carbons via the Dianionic Ireland-Claisen Rearrangement

作者:Crimmins Michael T*; Knight John D; Williams Philip S; Zhang Yan
来源:Organic Letters, 2014, 16(9): 2458-2461.
DOI:10.1021/ol5008422

摘要

A dianionic Ireland-Claisen rearrangement of chiral, nonracemic alpha-methyl-beta-hydroxy allylic esters has been developed that proceeds with high diastereoselectivity and provides products containing three contiguous stereogenic carbons, including a quaternary center. The potential utility of the rearrangement for complex molecule synthesis is also demonstrated.

  • 出版日期2014-5-2