Journal of the American Chemical Society

Inversion of stereochemistry in the CO2 (CO) 8-catalyzed carbonylation of aziridines to β-lactams. The first synthesis of highly strained trans-bicyclic β-lactams

ME Piotti, H Alper

文献索引：Piotti, Marcelo E.; Alper, Howard Journal of the American Chemical Society, 1996 , vol. 118, # 1 p. 111 - 116

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被引用次数: 73

摘要

β-Lactams were synthesized by the carbonylative ring expansion of aziridines catalyzed by dicobalt octacarbonyl under CO pressure. The active catalyst, cobalt tetracarbonyl anion, induces nucleophilic ring opening of the heterocycle, resulting in inversion of configuration. The regio-and stereospecificity of this reaction resulted in the synthesis of the first highly strained trans-7-azabicyclo [4-2-0] octan-8-one derivatives.