Asymmetric Diels-Alder reaction of a chiral allenic ester: enantioselective synthesis of (−)-β-santalene

Von Oppolzer, Wolfgang; Chapuis, Christian

doi:10.1016/S0040-4039(00)86221-8

Scientific article

Letter

English

Asymmetric Diels-Alder reaction of a chiral allenic ester: enantioselective synthesis of (−)-β-santalene

ContributorsVon Oppolzer, Wolfgang; Chapuis, Christian

Published inTetrahedron letters, vol. 24, no. 43, p. 4665-4668

Publication date1983

Abstract

The Lewis-acid promoted Diels-Alder reaction of the allenic ester 10 provides the adduct 11 with excellent π-facial selection leading to an efficient enantioselective synthesis of (−)-β-santalene and to the recovery of the chiral control element 7.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, CHAPUIS, Christian. Asymmetric Diels-Alder reaction of a chiral allenic ester: enantioselective synthesis of (−)-β-santalene. In: Tetrahedron letters, 1983, vol. 24, n° 43, p. 4665–4668. doi: 10.1016/S0040-4039(00)86221-8

Article (Published version)

Identifiers

PID : unige:168186
DOI : 10.1016/S0040-4039(00)86221-8

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900862218

Journal ISSN0040-4039

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Asymmetric Diels-Alder reaction of a chiral allenic ester: enantioselective synthesis of (−)-β-santalene

The Lewis-acid promoted Diels-Alder reaction of the allenic ester 10 provides the adduct 11 with excellent π-facial selection leading to an efficient enantioselective synthesis of (−)-β-santalene and to the recovery of the chiral control element 7.

Technical informations