SUPERACIDIC LOW-TEMPERATURE CYCLIZATION OF TERPENYLPHENYLSULFONES

Citation
V. Kulcitki et al., SUPERACIDIC LOW-TEMPERATURE CYCLIZATION OF TERPENYLPHENYLSULFONES, Tetrahedron, 54(39), 1998, pp. 11925-11934
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
54
Issue
39
Year of publication
1998
Pages
11925 - 11934
Database
ISI
SICI code
0040-4020(1998)54:39<11925:SLCOT>2.0.ZU;2-#
Abstract
The superacidic cyclization of aliphatic and partially cyclized C-10-C -20 terpenylphenylsulfones proceeds structure-selectively and stereosp ecifically, affording alpha- or mixtures of alpha- and gamma-isomers o f completely cyclized terpenylphenylsulfones. The configuration of the phenylsulfonylmethylene group in the cyclized products is predetermin ed by the configuration of the allylic double bond in the starting com pounds. (C) 1998 Elsevier Science Ltd. All rights reserved.