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General and Functional Group-Tolerable Approach to Allenylsilanes by Rhodium-Catalyzed Coupling between Propargylic Carbonates and a Silylboronate

Hirohisa Ohmiya, Hideto Ito and Masaya Sawamura*

*Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan, Email: sawamurasci.hokudai.ac.jp

H. Ohmiya, H. Ito, M. Sawamura, Org. Lett., 2009, 11, 5618-5620.

DOI: 10.1021/ol902339a


Abstract

A Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate affords allenylsilanes in high yields. The reaction tolerates various functional groups and proceeds with excellent chirality transfer.


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Key Words

Allenes, Silanes


ID: J54-Y2009-3640