4.4 Article

Asymmetric Darzens reaction utilizing chloromethyl phenyl sulfone under phase-transfer catalyzed conditions

Journal

TETRAHEDRON
Volume 58, Issue 7, Pages 1407-1413

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)01244-3

Keywords

asymmetric reaction; Darzens reaction; diastereoselection; epoxides; phase-transfer

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The development of the catalytic asymmetric Darzens reaction utilizing chloromethyl phenyl sulfone is described. The reaction smoothly proceeded to give alpha,beta-epoxysulfones with satisfactory enantio selectivity (up to 83% ee) using chiral quaternary ammonium salts as the phase transfer catalyst. (C) 2002 Elsevier Science Ltd. All rights reserved.

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