Issue 5, 2013
From the journal:

Chemical Science

Efficient approach for the design of effective chiral quaternary phosphonium salts in asymmetric conjugate additions†

Seiji Shirakawa,a   Atsuyuki Kasai,a   Takashi Tokudaa  and  Keiji Maruoka*a  

* Corresponding authors

a Laboratory of Synthetic Organic Chemistry and Special Laboratory of Organocatalytic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, Japan
E-mail: maruoka@kuchem.kyoto-u.ac.jp
Fax: +81-75-753-4041
Tel: +81-75-753-4041

Abstract

An efficient approach for the design of chiral quaternary phosphonium bromides as chiral phase-transfer catalysts was demonstrated. A catalyst library of phosphonium salts with various structures was readily constructed using commercially available chiral phosphines as catalyst precursors, and an optimized catalyst was successfully applied to highly enantioselective conjugate additions under base-free phase-transfer conditions with low catalyst loading.

Graphical abstract: Efficient approach for the design of effective chiral quaternary phosphonium salts in asymmetric conjugate additions

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Article information

DOI
https://doi.org/10.1039/C3SC22130J
Article type
Edge Article
Submitted
03 Dec 2012
Accepted
26 Feb 2013
First published
26 Feb 2013

Chem. Sci., 2013,4, 2248-2252

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Efficient approach for the design of effective chiral quaternary phosphonium salts in asymmetric conjugate additions

S. Shirakawa, A. Kasai, T. Tokuda and K. Maruoka, Chem. Sci., 2013, 4, 2248 DOI: 10.1039/C3SC22130J

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