Issue 63, 2014
From the journal:

Chemical Communications

Enantioselective phospha-Michael addition of diarylphosphines to β,γ-unsaturated α-ketoesters and amides†

Renta Jonathan Chew,a   Kai Yuan Teo,a   Yinhua Huang,a   Bin-Bin Li,a   Yongxin Li,a   Sumod A. Pullarkata  and  Pak-Hing Leung*a  

* Corresponding authors

a Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore
E-mail: pakhing@ntu.edu.sg
Fax: +65-67911961
Tel: +65-67903749

Abstract

An enantioselective hydrophosphination of β,γ-unsaturated α-ketoesters and amides has been developed using a chiral palladacycle catalyst. Adducts can be obtained in excellent yields and enantioselectivities, providing direct access to chiral tertiary phosphines which are synthetically useful intermediates in the preparation of bidentate ligands.

Graphical abstract: Enantioselective phospha-Michael addition of diarylphosphines to β,γ-unsaturated α-ketoesters and amides

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Article information

DOI
https://doi.org/10.1039/C4CC01610F
Article type
Communication
Submitted
04 Mar 2014
Accepted
19 May 2014
First published
26 Jun 2014

Chem. Commun., 2014,50, 8768-8770

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Enantioselective phospha-Michael addition of diarylphosphines to β,γ-unsaturated α-ketoesters and amides

R. J. Chew, K. Y. Teo, Y. Huang, B. Li, Y. Li, S. A. Pullarkat and P. Leung, Chem. Commun., 2014, 50, 8768 DOI: 10.1039/C4CC01610F

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