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Stereochemical consequences of the use of chiral N-phosphoryl oxazolidinones in the attempted kinetic resolution of bromomagnesium alkoxides

Lookup NU author(s): Dr Simon Jones

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Abstract

A number of chiral N-phosphoryl oxazolidinones have been prepared and evaluated as asymmetric phosphoryl transfer agents with the magnesium alkoxide of 1-phenyl ethanol. The reaction proceeded with little stereoselection, which was shown to be a consequence of the reaction mechanism that occurs with inversion of configuration at phosphorus consistent with in-line attack opposite the leaving group. © 2005 Elsevier Ltd. All rights reserved.

Publication metadata

Author(s): Jones S, Selitsianos D

Publication type: Article

Publication status: Published

Journal: Tetrahedron Asymmetry

Year: 2005

Volume: 16

Issue: 18

Pages: 3128-3138

Print publication date: 19/09/2005

ISSN (print): 0957-4166

ISSN (electronic): 1362-511X

Publisher: Elsevier

URL: http://dx.doi.org/10.1016/j.tetasy.2005.08.025

DOI: 10.1016/j.tetasy.2005.08.025

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