Alkoxyvinyl thionium ions in intramolecular 4+ 3 cycloaddition reactions

…, VR Fletcher, RJ Claassen

Index: Harmata, Michael; Fletcher, Vernon R.; Claassen, R. J. Journal of the American Chemical Society, 1991 , vol. 113, # 26 p. 9861 - 9862

Full Text: HTML

Citation Number: 44

Abstract

We recently reported new methodology for the intramolecular 4+ 3 cycloaddition reaction based on the paradigm defining the" chameleon" nature of the sulfone functional group.'-3 Thus, treatment of a solution of sulfone 1 in CH2CI2 with TiC1, gave cycloadduct 2 as a single isomer in good yield (eq l).'Unfortunately, the generality of this process is limited by the reluctance of alkoxyallylic sulfones with less alkyl substitution to undergo the reaction., ...