SYNTHETIC APPROACHES TO HOMOGYNOLIDE-A AND HOMOGYNOLIDE-B

Citation
A. Srikrishna et al., SYNTHETIC APPROACHES TO HOMOGYNOLIDE-A AND HOMOGYNOLIDE-B, Pure and applied chemistry, 68(3), 1996, pp. 699-702
Citations number
20
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00334545
Volume
68
Issue
3
Year of publication
1996
Pages
699 - 702
Database
ISI
SICI code
0033-4545(1996)68:3<699:SATHAH>2.0.ZU;2-R
Abstract
A four step, efficient and general methodology for the conversion of a cyclic ketone into the corresponding alpha-spiro-beta-methylene-gamma -butyrolactone, the key structural feature present in tricyclic sesqui terpenes bakkanes, has been developed employing a regiospecific 5-exo dig radical cyclisation reaction as the key step. The methodology has been extended to the total synthesis of bakkanes including homogynolid e-B and chiral homogynolide-A.