Synthesis of both enantiomers of a novel sesquiterpene isolated from the pheromone gland of a stink bug, Tynacantha marginata Dallas

Authors
Kuwahara, S Ishikawa, J Leal, WS Hamade, S Kodama, O
Citation
S. Kuwahara et al., Synthesis of both enantiomers of a novel sesquiterpene isolated from the pheromone gland of a stink bug, Tynacantha marginata Dallas, SYNTHESIS-S, (13), 2000, pp. 1930-1935
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
13
Year of publication
2000
Pages
1930 - 1935
Database
ISI
SICI code
0039-7881(200011):13<1930:SOBEOA>2.0.ZU;2-V
Abstract
Synthesis of both enantiomers of a novel sesquiterpene, isolated as the put ative sex pheromone of a Brazilian predatory stink bug (Tynacantha matginat a Dallas) and proposed to have an unprecedented tricyclic carbon framework, was accomplished through an intramolecular Diels-Alder cyclization of a si ngle optically active triene intermediate and separation of a pair of struc tural isomers derived from the resulting cycloadducts.