Asymmetric intramolecular Diels-Alder reactions of N-acyl-camphor-sultam trienes

Von Oppolzer, Wolfgang; Dupuis, Dominique Gil Alexandre

doi:10.1016/S0040-4039(00)98228-5

Scientific article

English

Asymmetric intramolecular Diels-Alder reactions of N-acyl-camphor-sultam trienes

ContributorsVon Oppolzer, Wolfgang; Dupuis, Dominique Gil Alexandre

Published inTetrahedron letters, vol. 26, no. 44, p. 5437-5440

Publication date1985

Abstract

Treatment of triene-imides 4 with EtAlCl₂ at −20° gave crystalline cycloadducts 5 which furnished enantiomerically pure bicyclic alcohols 9 with regeneration of the chiral auxiliary.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, DUPUIS, Dominique Gil Alexandre. Asymmetric intramolecular Diels-Alder reactions of N-acyl-camphor-sultam trienes. In: Tetrahedron letters, 1985, vol. 26, n° 44, p. 5437–5440. doi: 10.1016/S0040-4039(00)98228-5

Article (Published version)

Identifiers

PID : unige:167776
DOI : 10.1016/S0040-4039(00)98228-5

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900982285

Journal ISSN0040-4039

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Asymmetric intramolecular Diels-Alder reactions of N-acyl-camphor-sultam trienes

Treatment of triene-imides 4 with EtAlCl2 at −20° gave crystalline cycloadducts 5 which furnished enantiomerically pure bicyclic alcohols 9 with regeneration of the chiral auxiliary.

Technical informations

Treatment of triene-imides 4 with EtAlCl₂ at −20° gave crystalline cycloadducts 5 which furnished enantiomerically pure bicyclic alcohols 9 with regeneration of the chiral auxiliary.