Chiral toluene-2,α-sultam auxiliaries: asymmetric Diels-Alder reactions of N-enoyl derivatives

Von Oppolzer, Wolfgang; Wills, Martin; Kelly, Martha Jean; Signer, Marcel Jacques; Blagg, Julian

doi:10.1016/S0040-4039(00)97793-1

Scientific article

Letter

English

Chiral toluene-2,α-sultam auxiliaries: asymmetric Diels-Alder reactions of N-enoyl derivatives

ContributorsVon Oppolzer, Wolfgang; Wills, Martin; Kelly, Martha Jean; Signer, Marcel Jacques; Blagg, Julian

Published inTetrahedron Letters, vol. 31, no. 35, p. 5015-5018

Publication date1990

Abstract

Asymmetric, RmAlCln mediated Diels-Alder reactions of 1,3-dienes to N-enoyl derivatives 4 and 9 of (R)-methyl-, (R,S)-t-butyl-, α,α-dimethylbenzyl-, benzyl and (S)-methyl-toluene-2,α-sultams 3 as well as to N-enoyl derivatives 15 of (R)-2,3-dihydro-3-methylisoindolinone 14 are described.

Affiliation

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

Citation (ISO format)

VON OPPOLZER, Wolfgang et al. Chiral toluene-2,α-sultam auxiliaries: asymmetric Diels-Alder reactions of N-enoyl derivatives. In: Tetrahedron Letters, 1990, vol. 31, n° 35, p. 5015–5018. doi: 10.1016/S0040-4039(00)97793-1

Article (Published version)

Identifiers

PID : unige:152793
DOI : 10.1016/S0040-4039(00)97793-1

Commercial URLhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900977931

ISSN of the journal0040-4039

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Chiral toluene-2,α-sultam auxiliaries: asymmetric Diels-Alder reactions of N-enoyl derivatives

Asymmetric, RmAlCln mediated Diels-Alder reactions of 1,3-dienes to N-enoyl derivatives 4 and 9 of (R)-methyl-, (R,S)-t-butyl-, α,α-dimethylbenzyl-, benzyl and (S)-methyl-toluene-2,α-sultams 3 as well as to N-enoyl derivatives 15 of (R)-2,3-dihydro-3-methylisoindolinone 14 are described.

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