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Diastereoselective Darzens condensations

Lookup NU author(s): Thierry Achard, Jamie Hunt, Professor Michael North, Francesca Pizzato

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Abstract

N,N-Diphenyl-α-haloacetamides undergo Darzens condensations with aldehydes under heterogeneous reaction conditions in the presence of a metal hydroxide base. By appropriate choice of solvent, base and halide, very high diastereoselectivities favouring formation of the cis- or trans-epoxide can be obtained. © 2007 Elsevier Ltd. All rights reserved.

Publication metadata

Author(s): Achard TJR, Belokon' YN, Hunt J, North M, Pizzato F

Publication type: Article

Publication status: Published

Journal: Tetrahedron Letters

Year: 2007

Volume: 48

Issue: 17

Pages: 2961-2964

ISSN (print): 0040-4039

ISSN (electronic): 1873-3581

Publisher: Pergamon

URL: http://dx.doi.org/10.1016/j.tetlet.2007.03.010

DOI: 10.1016/j.tetlet.2007.03.010

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