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Scientific article
English

Enantioselective copper-catalyzed conjugate addition to trisubstituted cyclohexenones: construction of stereogenic quaternary centers

Contributors

Vuagnoux-D'Augustin De, Magali; Palais, Laetitia; Alexakis, Alexandre

Published in

Angewandte Chemie, vol. 44, no. 9, p. 1376-1378

Publication date

2005

Abstract

Trimethyl- and triethylaluminum undergo enantioselective conjugate addition to 3- and 2-substituted cyclohexenones in the presence of catalytic amounts of a Cu salt and a phosphoramidite ligand L* (see scheme). Thus, chiral quaternary centers can be built with up to 96.6 % ee. Functionalized enones lead to bicyclic structures by a subsequent aldol reaction.

Keywords

  • Aluminum
  • Asymmetric catalysis
  • Conjugate addition
  • Enones
  • Phosphoramidite ligands

UNIGE affiliation entities

Citation (ISO format)

VUAGNOUX-D’AUGUSTIN DE, Magali, PALAIS, Laetitia, ALEXAKIS, Alexandre. Enantioselective copper-catalyzed conjugate addition to trisubstituted cyclohexenones: construction of stereogenic quaternary centers. In: Angewandte Chemie, 2005, vol. 44, n° 9, p. 1376–1378. doi: 10.1002/anie.200462137

Main files (1)

Article (Published version)

Identifiers

Journal ISSN

1433-7851
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Technical informations

Creation

21/06/2010 14:44:26

First validation

21/06/2010 14:44:26

Update

14/03/2023 15:48:26

Status update

14/03/2023 15:48:26

Last indexation

29/10/2024 15:34:36
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