Issue 46, 2015
From the journal:

Chemical Communications

Inverse regioselectivity in the silylstannylation of alkynes and allenes: copper-catalyzed three-component coupling with a silylborane and a tin alkoxide†

H. Yoshida,*ab   Y. Hayashi,a   Y. Itoa  and  K. Takakia  

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan
E-mail: yhiroto@hiroshima-u.ac.jp
Fax: +81-82-424-5494
Tel: +81-82-424-7724

b ACT-C, Japan Science and Technology Agency, Higashi-Hiroshima 739-8527, Japan

Abstract

Silylstannylation of alkynes and allenes has been found to proceed by three-component coupling using a silylborane and a tin alkoxide in the presence of a Cu(I) catalyst. The regioselectivities are completely inverse to those of the conventional silylstannylation under palladium catalysis.

Graphical abstract: Inverse regioselectivity in the silylstannylation of alkynes and allenes: copper-catalyzed three-component coupling with a silylborane and a tin alkoxide

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Article information

DOI
https://doi.org/10.1039/C5CC01856K
Article type
Communication
Submitted
04 Mar 2015
Accepted
13 Apr 2015
First published
14 Apr 2015
This article is Open Access
Creative Commons BY license

Chem. Commun., 2015,51, 9440-9442

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Inverse regioselectivity in the silylstannylation of alkynes and allenes: copper-catalyzed three-component coupling with a silylborane and a tin alkoxide

H. Yoshida, Y. Hayashi, Y. Ito and K. Takaki, Chem. Commun., 2015, 51, 9440 DOI: 10.1039/C5CC01856K

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