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Lookup NU author(s): Thierry Achard, Professor Michael North, Francesca Pizzato
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A cobalt(salen) complex has been shown to catalyse the asymmetric Darzens condensation between α-haloamides and aldehydes, allowing both the relative and absolute stereochemistry of the epoxy-amide products to be controlled. Under optimal conditions, cis-epoxides can be obtained diastereoselectively with up to 50% enantiomeric excess, whilst by changing the leaving group and base, trans-epoxides can be produced diastereoselectively with up to 43% enantiomeric excess. © 2007 Elsevier Ltd. All rights reserved.
Author(s): Achard TJR, Belokon' YN, Ilyin M, Moskalenko M, North M, Pizzato F
Publication type: Article
Publication status: Published
Journal: Tetrahedron Letters
Year: 2007
Volume: 48
Issue: 17
Pages: 2965-2969
ISSN (print): 0040-4039
ISSN (electronic): 1873-3581
Publisher: Pergamon
URL: http://dx.doi.org/10.1016/j.tetlet.2007.03.009
DOI: 10.1016/j.tetlet.2007.03.009
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