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Scientific article
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Total synthesis of the Amaryllidaceae alkaloid clivonine

Published inOrganic & biomolecular chemistry, vol. 9, no. 8, p. 2809-2820
Publication date2011-04-21
First online date2011-03-02
Abstract

Two syntheses of the Amaryllidaceae alkaloid clivonine (1) are described. Both employ previously reported 7-arylhydrindane 6 as an intermediate but differ in the method employed for subsequent introduction of what becomes the ring-B lactonecarbonyl carbon (C7). The synthesis featuring a Bischler–Napieralski reaction for this transformation constitutes the first asymmetric synthesis of natural (+)-clivonine. Crystal structures for compounds (±)-13, (±)-16, (−)-20 and (±)-28 are also reported.

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Citation (ISO format)
HANING, Helmut et al. Total synthesis of the Amaryllidaceae alkaloid clivonine. In: Organic & biomolecular chemistry, 2011, vol. 9, n° 8, p. 2809–2820. doi: 10.1039/c0ob00895h
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ISSN of the journal1477-0520
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