Copper-catalyzed desymmetrization of oxabenzonorbornadienes with aluminum reagents

Millet, Renaud; Bernardez, Tania; Palais, Laetitia; Alexakis, Alexandre

doi:10.1016/j.tetlet.2009.02.219

Scientific article

English

Copper-catalyzed desymmetrization of oxabenzonorbornadienes with aluminum reagents

ContributorsMillet, Renaud; Bernardez, Tania; Palais, Laetitia; Alexakis, Alexandre

Published inTetrahedron letters, vol. 50, no. 26, p. 3474-3477

Publication date2009

Abstract

The desymmetrization of oxabenzonorbornadienes with aluminum reagents and SimplePhos as chiral ligand is described. The corresponding homoallylic alcohols are obtained in high yield, diastereoselectivity, and enantiomeric excess. Furthermore the first anti enantioselective desymmetrization with aromatic nucleophiles is reported.

Affiliation entities

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

Citation (ISO format)

MILLET, Renaud et al. Copper-catalyzed desymmetrization of oxabenzonorbornadienes with aluminum reagents. In: Tetrahedron letters, 2009, vol. 50, n° 26, p. 3474–3477. doi: 10.1016/j.tetlet.2009.02.219

Article (Published version)

Identifiers

PID : unige:8478
DOI : 10.1016/j.tetlet.2009.02.219

Commercial URLhttp://linkinghub.elsevier.com/retrieve/pii/S0040403909005000

Journal ISSN0040-4039

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Copper-catalyzed desymmetrization of oxabenzonorbornadienes with aluminum reagents

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