SimplePhos as efficient ligands for the copper-catalysed kinetic resolution of cyclic vinyloxiranes with grignard reaggents

Millet, Renaud; Alexakis, Alexandre

doi:10.1055/s-2008-1077901

Scientific article

Letter

English

SimplePhos as efficient ligands for the copper-catalysed kinetic resolution of cyclic vinyloxiranes with grignard reaggents

ContributorsMillet, Renaud; Alexakis, Alexandre

Published inSynlett, no. 12, p. 1797-1800

Publication date2008

Abstract

Cyclic vinyloxiranes react with Grignard reagents under copper catalysis. Highly efficient kinetic resolution is achieved with the new SimplePhos family of chiral phosphorus ligands. Stereodivergence could be exploited to get either the SN2 or SN2' product with up to 96% ee.

Keywords

Epoxides
Asymmetric synthesis
Grignard reagents
Catalysis
Copper

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

MILLET, Renaud, ALEXAKIS, Alexandre. SimplePhos as efficient ligands for the copper-catalysed kinetic resolution of cyclic vinyloxiranes with grignard reaggents. In: Synlett, 2008, n° 12, p. 1797–1800. doi: 10.1055/s-2008-1077901

Article (Published version)

Identifiers

PID : unige:8237
DOI : 10.1055/s-2008-1077901

Journal ISSN0936-5214

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SimplePhos as efficient ligands for the copper-catalysed kinetic resolution of cyclic vinyloxiranes with grignard reaggents

Cyclic vinyloxiranes react with Grignard reagents under copper catalysis. Highly efficient kinetic resolution is achieved with the new SimplePhos family of chiral phosphorus ligands. Stereodivergence could be exploited to get either the SN2 or SN2' product with up to 96% ee.

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