Copper catalyzed asymmetric conjugate addition-bromination of α, β unsaturated ketones : a highly effective one pot reaction for the synthesis of chiral α bromo β alkyl ketone

Li, Kangying; Alexakis, Alexandre

doi:10.1016/j.tetlet.2005.06.144

Scientific article

Letter

English

Copper catalyzed asymmetric conjugate addition-bromination of α, β unsaturated ketones : a highly effective one pot reaction for the synthesis of chiral α bromo β alkyl ketone

ContributorsLi, Kangying; Alexakis, Alexandre

Published inTetrahedron letters, vol. 46, no. 35, p. 5823-5826

Publication date2005

Abstract

An efficient one-pot reaction for the synthesis of chiral a-bromo-ß-alkyl ketones was developed. The final products were obtained with excellent enantiomeric excess and good isolated yields. The synthetic potential was illustrated by the radical cyclization of the a-brominated ketone.

Keywords

Copper
Conjugate addition
Bromination
Chiral
One pot

Affiliation entities

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

Citation (ISO format)

LI, Kangying, ALEXAKIS, Alexandre. Copper catalyzed asymmetric conjugate addition-bromination of α, β unsaturated ketones : a highly effective one pot reaction for the synthesis of chiral α bromo β alkyl ketone. In: Tetrahedron letters, 2005, vol. 46, n° 35, p. 5823–5826. doi: 10.1016/j.tetlet.2005.06.144

Article (Published version)

Identifiers

PID : unige:8121
DOI : 10.1016/j.tetlet.2005.06.144

Journal ISSN0040-4039

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Copper catalyzed asymmetric conjugate addition-bromination of α, β unsaturated ketones : a highly effective one pot reaction for the synthesis of chiral α bromo β alkyl ketone

An efficient one-pot reaction for the synthesis of chiral a-bromo-ß-alkyl ketones was developed. The final products were obtained with excellent enantiomeric excess and good isolated yields. The synthetic potential was illustrated by the radical cyclization of the a-brominated ketone.

Technical informations