Regio- and Stereospecific Cyclizations of Germacrones
- 1 November 1976
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 49 (11) , 3148-3154
- https://doi.org/10.1246/bcsj.49.3148
Abstract
From a biogenetic point of view, the acid-catalyzed cyclizations of germacrones (1, 2, and 3) were carried out, using several kinds of reagents and solvents (80% aq AcOH, 80% aq HCOOH, AlCl3 in absolute ether, AcOH in PhSH, 100% HCOOH in PhSH, and concd H2SO4 in PhSH). In all cases, the stereospecific cyclizations of these germacrones took place to give cadinane-type, selinane-type or guaiane-type compounds depending on the kinds of reagents and solvents. The formation process of each compound will be presented in detail.Keywords
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