Scientific article
English

Asymmetric induction in Diels-Alder reactions to acrylates derived from chiral sec-alcohols. Preliminary communication

Published inHelvetica chimica acta, vol. 64, no. 8, p. 2802-2807
Publication date1981-12-16
Abstract

Starting from the enantiomerically pure monoterpenes (+)-pulegone (3), (+)-limonene (7), (−)-β-pinene (9), (+)- and (−)-camphor (13) or (+)-cholestenone (11) the chiral alcohols 4, 5, 6, 8, 10, 12, 14, 15, 16, 17 et 18 were prepared; their acrylates II underwent a TiCl4-promoted Diels-Alder addition to cyclopentadiene (Scheme 3, Table) giving in a predictable manner either the (2R)- or the (2S)-adducts III with 63 to 88% asymmetric induction.

Citation (ISO format)
VON OPPOLZER, Wolfgang et al. Asymmetric induction in Diels-Alder reactions to acrylates derived from chiral sec-alcohols. Preliminary communication. In: Helvetica chimica acta, 1981, vol. 64, n° 8, p. 2802–2807. doi: 10.1002/hlca.19810640841
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Journal ISSN0018-019X
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