THIOL-OXYGEN COOXIDATION OF MONOTERPENES - SYNTHESIS OF ENDOPEROXIDESSTRUCTURALLY RELATED TO ANTIMALARIAL YINGZHAOSU-A

Authors
BACHI MD KORSHIN EE
Citation
Md. Bachi et Ee. Korshin, THIOL-OXYGEN COOXIDATION OF MONOTERPENES - SYNTHESIS OF ENDOPEROXIDESSTRUCTURALLY RELATED TO ANTIMALARIAL YINGZHAOSU-A, Synlett, (2), 1998, pp. 122
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
2
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):2<122:TCOM-S>2.0.ZU;2-G
Abstract
The first application of thiol-oxygen cooxidation of 1,5-dienes for th e preparation of 6-membered ring endoperoxides is described. Treatment of S-(-)-limonene and related monoterpenes with PhSH, dioxygen and a radical initiator, followed by selective reduction of intermediate hyd roperoxide-endoperoxides afforded enylthiomethyl-2,3-dioxabicyclo[3.3. 1]nonan-8-ols.