Scientific article
English

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.

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
Main files (1)
Article (Published version)
accessLevelRestricted
Identifiers
Additional URL for this publicationhttp://xlink.rsc.org/?DOI=c0ob00895h
Journal ISSN1477-0520
144views
0downloads

Technical informations

Creation13/10/2021 12:21:00
First validation13/10/2021 12:21:00
Update time16/03/2023 01:35:30
Status update16/03/2023 01:35:30
Last indexation31/10/2024 23:28:51
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack