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Issue 9, 2011
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Catalytic asymmetric conjugate addition of Grignard reagents to coumarins—synthesis of versatile chiral building blocks

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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.

Graphical abstract: Catalytic asymmetric conjugate addition of Grignard reagents to coumarins—synthesis of versatile chiral building blocks

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Publication details

The article was received on 24 Nov 2010, accepted on 10 Jan 2011 and first published on 31 Jan 2011


Article type: Communication
DOI: 10.1039/C0CC05160H
Chem. Commun., 2011,47, 2679-2681

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

    J. F. Teichert and B. L. Feringa, Chem. Commun., 2011, 47, 2679
    DOI: 10.1039/C0CC05160H

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