Asymmetric Diels-Alder reactions : facile preparation and structure of sulfonamido-isobornyl acrylates

Von Oppolzer, Wolfgang; Chapuis, Christian; Bernardinelli, Gérald Hugues

doi:10.1016/S0040-4039(01)81711-1

Scientific article

Letter

English

Asymmetric Diels-Alder reactions : facile preparation and structure of sulfonamido-isobornyl acrylates

ContributorsVon Oppolzer, Wolfgang; Chapuis, Christian; Bernardinelli, Gérald Hugues

Published inTetrahedron letters, vol. 25, no. 51, p. 5885-5888

Publication date1984

Abstract

The crystalline chiral auxiliaries 2, 3 and 4 were prepared from camphor-10-sulfonyl chlorides in 2 steps. Their readily accessible acrylates underwent efficient asymmetric diels-alder additions to cyclopentadiene, the topicity of which agrees with X-ray evidence.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, CHAPUIS, Christian, BERNARDINELLI, Gérald Hugues. Asymmetric Diels-Alder reactions : facile preparation and structure of sulfonamido-isobornyl acrylates. In: Tetrahedron letters, 1984, vol. 25, n° 51, p. 5885–5888. doi: 10.1016/S0040-4039(01)81711-1

Article (Published version)

Identifiers

PID : unige:168005
DOI : 10.1016/S0040-4039(01)81711-1

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403901817111

Journal ISSN0040-4039

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Asymmetric Diels-Alder reactions : facile preparation and structure of sulfonamido-isobornyl acrylates

The crystalline chiral auxiliaries 2, 3 and 4 were prepared from camphor-10-sulfonyl chlorides in 2 steps. Their readily accessible acrylates underwent efficient asymmetric diels-alder additions to cyclopentadiene, the topicity of which agrees with X-ray evidence.

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