Enantioselective olefin epoxidation using novel biphenyl and binaphthyl azepines and azepinium salts

Vachon, Jérôme; Lauper, Cédric; Ditrich, Klaus; Lacour, Jérôme

doi:10.1016/j.tetasy.2006.08.018

Scientific article

English

Enantioselective olefin epoxidation using novel biphenyl and binaphthyl azepines and azepinium salts

ContributorsVachon, Jérôme; Lauper, Cédric; Ditrich, Klaus; Lacour, Jérôme

Published inTetrahedron: asymmetry, vol. 17, no. 16, p. 2334-2338

Publication date2006

Abstract

Homologous biphenyl and (diastereomeric) binaphthyl tertiary azepines and quaternary iminium salts were prepared from (S)- and (R)-3,3-dimethylbutan-2-amine. Both the amines and iminium ions behave as effective catalysts for the enantioselective epoxidation of unfunctionalized olefins (ee up to 87%).

Affiliation

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

Citation (ISO format)

VACHON, Jérôme et al. Enantioselective olefin epoxidation using novel biphenyl and binaphthyl azepines and azepinium salts. In: Tetrahedron: asymmetry, 2006, vol. 17, n° 16, p. 2334–2338. doi: 10.1016/j.tetasy.2006.08.018

Article

Identifiers

PID : unige:7058
DOI : 10.1016/j.tetasy.2006.08.018

ISSN of the journal0957-4166

536views

0downloads

Creation06/18/2010 8:55:41 AM

First validation06/18/2010 8:55:41 AM

Update time03/14/2023 3:42:28 PM

Status update03/14/2023 3:42:28 PM

Last indexation02/12/2024 6:26:11 PM

Archive ouverte UNIGE

Enantioselective olefin epoxidation using novel biphenyl and binaphthyl azepines and azepinium salts

Technical informations