Enantioselective olefin epoxidation using homologous amine and iminium catalysts—a direct comparison

Gonçalves, Maria-Héléna; Martinez, Alexandre; Grass, Stéphane; Page, Philip C. Bulman; Lacour, Jérôme

doi:10.1016/j.tetlet.2006.05.132

Scientific article

English

Enantioselective olefin epoxidation using homologous amine and iminium catalysts—a direct comparison

Contributors

Gonçalves, Maria-Héléna; Martinez, Alexandre; Grass, Stéphane; Page, Philip C. Bulman; Lacour, Jérôme

Published in

Tetrahedron letters, vol. 47, no. 30, p. 5297-5301

Publication date

2006

Abstract

Homologous biphenyl and (diastereomeric) binaphthyl tertiary azepines and quaternary iminium salts were prepared from (+)-(S,S)-l-acetonamine. Both the amines and iminium ions behave as effective catalysts for the enantioselective epoxidation of unfunctionalized olefins (ee up to 83%).

UNIGE affiliation entities

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

Citation (ISO format)

GONÇALVES, Maria-Héléna et al. Enantioselective olefin epoxidation using homologous amine and iminium catalysts—a direct comparison. In: Tetrahedron letters, 2006, vol. 47, n° 30, p. 5297–5301. doi: 10.1016/j.tetlet.2006.05.132

Article

Identifiers

PID : unige:7059
DOI : 10.1016/j.tetlet.2006.05.132

Journal ISSN

0040-4039

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Creation

18/06/2010 08:55:42

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18/06/2010 08:55:42

Update

14/03/2023 15:42:28

Status update

14/03/2023 15:42:28

Last indexation

10/06/2025 21:35:14

Enantioselective olefin epoxidation using homologous amine and iminium catalysts—a direct comparison

Contributors

Published in

Publication date

Abstract

UNIGE affiliation entities

Citation (ISO format)

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Journal ISSN

Technical informations

Creation

First validation

Update

Status update

Last indexation