High asymmetric induction in Diels-Alder additions of cyclopentadiene to acrylates derived from isoborneol

Von Oppolzer, Wolfgang; Chapuis, Christian; Guo, Maodao; Reichlin, Daniel; Godel, Thierry

doi:10.1016/S0040-4039(00)85712-3

Scientific article

Letter

English

High asymmetric induction in Diels-Alder additions of cyclopentadiene to acrylates derived from isoborneol

ContributorsVon Oppolzer, Wolfgang; Chapuis, Christian; Guo, Maodao; Reichlin, Daniel; Godel, Thierry

Published inTetrahedron letters, vol. 23, no. 46, p. 4781-4784

Publication date1982

Abstract

Starting from (R)-(+)- and from (S)-(−)-camphor the chiral alcohols 1, 2 and 3 have been prepared; their acrylates II underwent TiCl₂(OR)₂-promoted Diels-Alder additions to cyclopentadiene giving efficiently in a predictable manner either the (2R)- or the (2S)-adducts III with up to virtually quantitative asymmetric induction.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang et al. High asymmetric induction in Diels-Alder additions of cyclopentadiene to acrylates derived from isoborneol. In: Tetrahedron letters, 1982, vol. 23, n° 46, p. 4781–4784. doi: 10.1016/S0040-4039(00)85712-3

Article (Published version)

Identifiers

PID : unige:168544
DOI : 10.1016/S0040-4039(00)85712-3

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900857123

Journal ISSN0040-4039

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High asymmetric induction in Diels-Alder additions of cyclopentadiene to acrylates derived from isoborneol

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