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通过铑催化丙炔碳酸酯与硅基硼酸酯之间的偶联反应实现了对烯丙基硅烷的通用和官能团容忍性方法。

General and functional group-tolerable approach to allenylsilanes by rhodium-catalyzed coupling between propargylic carbonates and a silylboronate.

机构信息

Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.

出版信息

Org Lett. 2009 Dec 17;11(24):5618-20. doi: 10.1021/ol902339a.

DOI:10.1021/ol902339a
PMID:19908884
Abstract

The Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate afforded allenylsilanes with different substitution patterns in high yields. The reaction tolerates a variety of functional groups in propargylic carbonates. The reaction of an optically active propargylic carbonate proceeded with excellent chirality transfer with 1,3-anti stereochemistry to give an axially chiral allenylsilane.

摘要

铑催化的丙炔碳酸酯与硅基硼酸酯的偶联反应以高产率得到了具有不同取代模式的烯丙基硅烷。该反应可以容忍丙炔碳酸酯中多种官能团的存在。手性丙炔碳酸酯的反应以优异的手性转移(1,3-anti 立体化学)进行,得到了轴手性烯丙基硅烷。

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