Synthetic studies on azadirachtin: Asymmetric synthesis of the tetracyclicdecalin part of azadirachtin

Citation
N. Kanoh et al., Synthetic studies on azadirachtin: Asymmetric synthesis of the tetracyclicdecalin part of azadirachtin, SYNTHESIS-S, (13), 2000, pp. 1878-1893
Citations number
40
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
13
Year of publication
2000
Pages
1878 - 1893
Database
ISI
SICI code
0039-7881(200011):13<1878:SSOAAS>2.0.ZU;2-X
Abstract
A synthesis of the tetracyclic decalin part of azadirachtin in the naturall y occurring form is described. The key reactions involve the Corey-Bakshi-S hibata (CBS) asymmetric reduction of the ketone, and an intramolecular Diel s-Alder (IMDA) reaction.