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Tandem Michael addition/ylide epoxidation for the synthesis of highly functionalized cyclohexadiene epoxide derivatives

Authors :
Xiu-Li Sun
Long-Wu Ye
Qinggang Wang
Chuan-Ying Li
Ben-Hu Zhu
Yong Tang
Chunyin Zhu
Qi Shen
Xianming Deng
Source :
Journal of the American Chemical Society. 130(16)
Publication Year :
2008

Abstract

A highly efficient diastereoselective synthesis of cyclohexadiene epoxide derivatives with a multi-stereocenter has been developed via a tandem ylide Michael addition/epoxidation. By employing a chiral sulfonium ylide, up to 96% ee can be achieved in good yields.

Details

ISSN :
15205126
Volume :
130
Issue :
16
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society
Accession number :
edsair.doi.dedup.....9e2aafe384ce7512f8dea2810605059b