Issue 57, 2015
From the journal:

Chemical Communications

Rhodium-catalyzed intramolecular alkynylsilylation of alkynes†

Ryo Shintani,*a   Hiroki Kurataa  and  Kyoko Nozaki*a  

* Corresponding authors

a Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan
E-mail: shintani@chembio.t.u-tokyo.ac.jp, nozaki@chembio.t.u-tokyo.ac.jp
Fax: +81-3-5841-7263
Tel: +81-3-5841-7261

Abstract

Rhodium-catalyzed intramolecular alkynylsilylation of alkynes is described. The reaction proceeds through syn-insertion by a cationic rhodium/triarylphosphine catalyst, representing the first alkynylsilylation of alkynes via the cleavage of a C(sp)–Si bond by transition-metal catalysis. A highly enantioselective variant is also described for the creation of a silicon stereogenic center.

Graphical abstract: Rhodium-catalyzed intramolecular alkynylsilylation of alkynes

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Article information

DOI
https://doi.org/10.1039/C5CC04172D
Article type
Communication
Submitted
20 May 2015
Accepted
04 Jun 2015
First published
04 Jun 2015
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2015,51, 11378-11381

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Rhodium-catalyzed intramolecular alkynylsilylation of alkynes

R. Shintani, H. Kurata and K. Nozaki, Chem. Commun., 2015, 51, 11378 DOI: 10.1039/C5CC04172D

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