Scientific article
German

Practical Asymmetric Diels-Alder Additions to Camphor-10-sulfonic-Acid-Derived Acrylates. Preliminary Communication

Published inHelvetica chimica acta, vol. 66, no. 7, p. 2358-2361
Publication date1983-11-02
Abstract

Starting from (+)-camphor-10-sulfonic acid (1) the chiral crystalline alcohols 3 and 11 were prepared in two steps. Lewis-acid-mediated [4+2]-additions of their acrylates to 1,3-dienes were studied. Notably, the crystalline acrylate 4 underwent TiCl2 (OiPr)2-promoted Diels-Alder addition to cyclopentadiene giving after recrystallization efficiently the pure (2R)-adduct 5.

Citation (ISO format)
VON OPPOLZER, Wolfgang, CHAPUIS, Christian, KELLY, Martha Jean. Practical Asymmetric Diels-Alder Additions to Camphor-10-sulfonic-Acid-Derived Acrylates. Preliminary Communication. In: Helvetica chimica acta, 1983, vol. 66, n° 7, p. 2358–2361. doi: 10.1002/hlca.19830660747
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Journal ISSN0018-019X
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