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Diastereoselective Darzens condensations
Authors:Thierry J.R. Achard  Jamie Hunt  Francesca Pizzato
Affiliation:a School of Natural Sciences, Bedson Building, Newcastle University, Newcastle Upon Tyne, NE1 7RU, UK
b A.N. Nesmeyanov Institute of Organo-Element Compounds, Russian Academy of Sciences, 119991 Moscow, Vavilov 28, Russian Federation
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.
Keywords:
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