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Chem Commun (Camb). 2014 Aug 14;50(63):8768-70. doi: 10.1039/c4cc01610f. Epub 2014 Jun 26.

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

Chemical communications (Cambridge, England)

Renta Jonathan Chew, Kai Yuan Teo, Yinhua Huang, Bin-Bin Li, Yongxin Li, Sumod A Pullarkat, Pak-Hing Leung

Affiliations

  1. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore. [email protected].

PMID: 24968261 DOI: 10.1039/c4cc01610f

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.

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