Diastereoselective Reaction of Sulfoxonium Ylides, Aldehydes and Ketenes: An Approach to trans-gamma-Lactones

作者:Mondal Mukulesh; Ho Han Jen; Peraino Nicholas J; Gary Melanie A; Wheeler Kraig A; Kerrigan Nessan J*
来源:Journal of Organic Chemistry, 2013, 78(9): 4587-4593.
DOI:10.1021/jo4003213

摘要

In this paper, a novel approach to gamma-lactones from the reaction of sulfoxonium ylides, aldehydes, and ketenes is described. The new ylide-based method provides access to gamma-lactones from disubstituted ketenes, in good yields, and with good diastereoselectivity favoring the trans-diastereomer (11 examples with dr %26gt;= 82:18, dr up to 92:8).

  • 出版日期2013-5-3