Total synthesis of the bicyclo[6.3.0]undecane-based sesquiterpene (+/-)-asterisca-3(15),6-diene. Revision of the relative stereochemistry of the natural product

Citation
G. Mehta et Jd. Umarye, Total synthesis of the bicyclo[6.3.0]undecane-based sesquiterpene (+/-)-asterisca-3(15),6-diene. Revision of the relative stereochemistry of the natural product, TETRAHEDR L, 42(45), 2001, pp. 8101-8104
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
45
Year of publication
2001
Pages
8101 - 8104
Database
ISI
SICI code
0040-4039(20011105)42:45<8101:TSOTBS>2.0.ZU;2-Y
Abstract
The first total synthesis of the novel bicyclic sesquiterpene hydrocarbon a sterisca-3(15),6-diene is reported. As a consequence, the natural product i s shown to possess structure 4 with a trans-5,8 ring fusion and not the pre viously assigned cis-asterisca-3(15),6-diene 3. (C) 2001 Published by Elsev ier Science Ltd.