Issue 9, 2006

Copper(i) mediated cross-coupling of amino acid derived organozinc reagents with acid chlorides

Abstract

This paper describes the development of a straightforward experimental protocol for copper-mediated cross-coupling of amino acid derived β-amido-alkylzinc iodides 1 and 3 with a range of acid chlorides. The present method uses CuCN·2LiCl as the copper source and for organozinc reagent 1 the methodology appears to be limited to reaction with more stable acid chlorides, providing the desired products in moderate yields. When applied to organozinc reagent 3, however, the protocol is more general and provides the products in good yields in all but one of the cases tested.

Graphical abstract: Copper(i) mediated cross-coupling of amino acid derived organozinc reagents with acid chlorides

Article information

Article type
Paper
Submitted
10 Feb 2006
Accepted
08 Mar 2006
First published
31 Mar 2006

Org. Biomol. Chem., 2006,4, 1796-1805

Copper(I) mediated cross-coupling of amino acid derived organozinc reagents with acid chlorides

T. Hjelmgaard and D. Tanner, Org. Biomol. Chem., 2006, 4, 1796 DOI: 10.1039/B601996J

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