Approaches to Cyclopropazulenes: Transannular Aldol Reactions of Some Derivatives of 1, 10??Dibromobicyclo [8.1. 0] undecane??3, 8??dione

AD Payne, BW Skelton, D Wege…

Index: Payne, Alan D.; Skelton, Brian W.; Wege, Dieter; White, Allan H. European Journal of Organic Chemistry, 2007 , # 7 p. 1184 - 1195

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Citation Number: 10

Abstract

Abstract This paper describes synthetic approaches to potential precursors to cyclopropazulenes, a novel class of nonbenzenoid cycloproparenes. The acid-catalysed transannular aldol reaction of 1, 10-dibromobicyclo [8.1. 0] undecane-3, 8-dione (10) gives a single ketol 13 possessing the cyclopropane moiety fused to the five-membered ring. Similar behaviour is observed in the aldol reaction of 27, a benzo-fused analogue of 10. In the ...

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