Indium tribromide-promoted arene-terminated epoxy olefin cyclization

An arene-terminated epoxy olefin cyclization was promoted by a water-tolerant Lewis acid to give tri- and tetracyclic 3beta-hydroxy terpenoids and steroid derivatives in 57 and 37% yields, respectively, per new formed ring up to 75%.

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2008-03 (11), p.1353-1355
Main Authors: Zhao, Jun-Feng, Zhao, Yu-Jun, Loh, Teck-Peng
Format: Article
Language:English
Subjects:
Alkenes - chemistry
Crystallography, X-Ray
Cyclization
Epoxy Compounds - chemical synthesis
Indicators and Reagents
Indium - chemistry
Models, Molecular
Molecular Conformation
Solvents
Steroids - chemical synthesis
Terpenes - chemical synthesis
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Description
Summary:An arene-terminated epoxy olefin cyclization was promoted by a water-tolerant Lewis acid to give tri- and tetracyclic 3beta-hydroxy terpenoids and steroid derivatives in 57 and 37% yields, respectively, per new formed ring up to 75%.
ISSN:1359-7345
1364-548X
DOI:10.1039/b718337b