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

Patra, Pranab K. ; Sriram, V. ; Ila, H. ; Junjappa, H. (1998) 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 Tetrahedron, 54 (3-4). pp. 531-540. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(97)10313-1

Abstract

α-[Bis(methylthio)methylene]ethyl-2-styrylcyclopropyl ketones 12a-d and the corresponding carbinols 19a-c have been examined under SnCl4 induced ring opening and tandem carbocationic cyclizations to afford bicyclo[3.3.0]octene and cyclopent[a]indene derivatives in highly stereoselective manner.

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