Lewis acid induced tandem carbocationic ring opening and cyclizations of α-[bis(methylthio)methylene]ethyl-2-styrylcyclopropyl ketones and carbinols: Novel approach to bicyclo[3.3.0]octene and cyclopent[a]indene frameworks

α-[Bis(methylthio)methylene]ethyl-2-styrylcyclopropyl ketones 12a-d and the corresponding carbinols 19a-c have been examined under SnCl 4 induced ring opening and tandem carbocationic cyclizations to afford bicyclo[3.3.0]octene and cyclopent[a]indene derivatives in highly stereoselective manner. Gra...

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Bibliographic Details
Published in:Tetrahedron 1998-01, Vol.54 (3), p.531-540
Main Authors: Patra, Pranab K, Sriram, V, Ila, H, Junjappa, H
Format: Article
Language:English
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Summary:α-[Bis(methylthio)methylene]ethyl-2-styrylcyclopropyl ketones 12a-d and the corresponding carbinols 19a-c have been examined under SnCl 4 induced ring opening and tandem carbocationic cyclizations to afford bicyclo[3.3.0]octene and cyclopent[a]indene derivatives in highly stereoselective manner. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(97)10313-1