Stereodivergent Olefination of Enantioenriched Boronic Esters
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- 作者：Dr. Roly J. Armstrong ; Dr. Cristina Garcí ; a-Ruiz ; Dr. Eddie L. Myers and Prof. Dr. Varinder K. Aggarwal
- 刊名：Angewandte Chemie
- 出版年：2017
- 出版时间：January 16, 2017
- 年：2017
- 卷：129
- 期：3
- 页码：804-808
- 全文大小：2104K
- ISSN：1521-3757
文摘
A stereodivergent coupling reaction between vinyl halides and boronic esters is described. This coupling process proceeds without a transition-metal catalyst, instead proceeding by electrophilic selenation or iodination of a vinyl boronate complex followed by stereospecific syn or anti elimination. Chiral, nonracemic boronic esters could be coupled with complete enantiospecificity. The process enables the highly stereoselective synthesis of either the E or Z alkene from a single isomer of a vinyl coupling partner.