Issue 20, 2008
From the journal:

Chemical Communications

Tetrakis(trifluoromethanesulfonyl)propane: highly effective Brønsted acid catalyst for vinylogous Mukaiyama–Michael reaction of α,β-enones with silyloxyfurans†

Arata Takahashi,a   Hikaru Yanaia  and  Takeo Taguchi*a  

* Corresponding authors

a School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1423-1 Horinouchi, Hachioji, Tokyo, Japan
E-mail: taguchi@ps.toyaku.ac.jp
Fax: +81 42 676 3257
Tel: +81 42 676 3257

Abstract

1,1,3,3-Tetrakis(trifluoromethanesulfonyl)propane was found as an excellent Brønsted acid catalyst for the Mukaiyama–Michael reaction of α,β-enones with 2-silyloxyfurans; using β,β-disubstituted enones as a Michael acceptor, an excellent yield construction of quaternary carbon centers could be achieved; in addition, very low catalyst loading of Brønsted acid was used in a range from 0.05 to 1.0 mol%.

Graphical abstract: Tetrakis(trifluoromethanesulfonyl)propane: highly effective Brønsted acid catalyst for vinylogous Mukaiyama–Michael reaction of α,β-enones with silyloxyfurans

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Article information

DOI
https://doi.org/10.1039/B800815A
Article type
Communication
Submitted
21 Jan 2008
Accepted
07 Mar 2008
First published
08 Apr 2008

Chem. Commun., 2008, 2385-2387

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Tetrakis(trifluoromethanesulfonyl)propane: highly effective Brønsted acid catalyst for vinylogous Mukaiyama–Michael reaction of α,β-enones with silyloxyfurans

A. Takahashi, H. Yanai and T. Taguchi, Chem. Commun., 2008, 2385 DOI: 10.1039/B800815A

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