Diastereoselective Synthesis of gamma-Lactones through Reaction of Enediolates with alpha,beta-Unsaturated Sulfoxonium Salts

作者:Peraino Nicholas J; Wheeler Kraig A; Kerrigan Nessan J*
来源:Organic Letters, 2015, 17(7): 1735-1737.
DOI:10.1021/acs.orglett.5b00545

摘要

Studies of the reaction of lithium enediolates with alpha,beta-unsaturated sulfoxonium salts are described. gamma-Lactones were formed in very good to excellent yields (82% -> 99% for 11 examples) and with very good to excellent diastereoselectivity (dr >90:10 for 10 examples), favoring the trans-diastereomer.

  • 出版日期2015-4-3