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Synthesis 2000; 2000(13): 1930-1935
DOI: 10.1055/s-2000-8228
DOI: 10.1055/s-2000-8228
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Synthesis of Both Enantiomers of a Novel Sesquiterpene Isolated from the Pheromone Gland of a Stink Bug, Tynacantha marginata Dallas
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Publication History
Publication Date:
31 December 2000 (online)
![](https://www.thieme-connect.de/media/synthesis/200013/lookinside/thumbnails/10.1055-s-2000-8228-1.jpg)
Synthesis of both enantiomers of a novel sesquiterpene, isolated as the putative sex pheromone of a Brazilian predatory stink bug (Tynacantha matginata Dallas) and proposed to have an unprecedented tricyclic carbon framework, was accomplished through an intramolecular Diels - Alder cyclization of a single optically active triene intermediate and separation of a pair of structural isomers derived from the resulting cycloadducts.
cyclopentadienes - Diels - Alder reactions - pheromones - terpenoids - total synthesis