Dihalocarbene insertion reactions into CH bonds of compounds containing small rings: Mechanisms and regio-and stereoselectivities

…, G Lin, L Xu, WB Smith, JL Mieusset

Index: Brinker, Udo H.; Lin, Guoying; Xu, Linxiao; Smith, William B.; Mieusset, Jean-Luc Journal of Organic Chemistry, 2007 , vol. 72, # 22 p. 8434 - 8451

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Citation Number: 19

Abstract

Novel insertion reactions of dichloro-and dibromocarbene into carbon-hydrogen bonds adjacent to cyclopropane rings are reported. It is found that the predominant isomers formed in the reactions with bicyclo [4.1. 0] heptane result from insertion into the endo carbon- hydrogen bonds alpha to the three-membered ring. In the reactions of bicyclo [3.1. 0] hexane, however, the exo dihalocarbene insertion products are formed as the major ...