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Chem Commun (Camb). 2011 Mar 7;47(9):2679-81. doi: 10.1039/c0cc05160h. Epub 2011 Jan 31.

Catalytic asymmetric conjugate addition of Grignard reagents to coumarins--synthesis of versatile chiral building blocks.

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  • 1Stratingh Institute for Chemistry, University of Groningen, Groningen, The Netherlands.

Abstract

A new protocol for the Cu-catalysed asymmetric conjugate addition of Grignard reagents to coumarins has been developed. The corresponding products are formed in high yields and enantioselectivities. Through a sequential protocol involving conjugate addition followed by nucleophilic ring opening of the chiral enolate, chiral esters and amides are readily accessible.

PMID:
21279221
[PubMed]
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