Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides

Cyclopropyl ketones are converted into their hydrazones which react with mercury(II) oxide and mercury(II) acetate to give α-(acetoxymercurio)alkyl acetates. These are reducedin situ to the corresponding α-acetoxyalkylmercury(II) hydrides which rearrange spontaneously with cleavage of the cyclopropa...

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Detalles Bibliográficos
Autores principales: Di Chenna, P.H., André Ferrara, Ghini, A.A., Burton, G.
Formato: JOUR
Materias:
Chemical bonds
Conformations
Hydrides
Hydrolysis
Mercury compounds
Molecular structure
Stereochemistry
Cyclopropane bonds
Ketones
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_14727781_v2_n2_p227_DiChenna
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario:Cyclopropyl ketones are converted into their hydrazones which react with mercury(II) oxide and mercury(II) acetate to give α-(acetoxymercurio)alkyl acetates. These are reducedin situ to the corresponding α-acetoxyalkylmercury(II) hydrides which rearrange spontaneously with cleavage of the cyclopropane ring. The procedure is used to obtain D-homo- and 17(13→18)-abeo-pregnanes.

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