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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Autores principales: Di Chenna, Pablo Héctor, Ferrara, Andrés, Ghini, Alberto Antonio, Burton, Gerardo
Publicado: 2002
Materias:
Chemical bonds
Conformations
Hydrides
Hydrolysis
Mercury compounds
Molecular structure
Stereochemistry
Cyclopropane bonds
Ketones
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v2_n2_p227_DiChenna
http://hdl.handle.net/20.500.12110/paper_14727781_v2_n2_p227_DiChenna
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_14727781_v2_n2_p227_DiChenna
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spelling paper:paper_14727781_v2_n2_p227_DiChenna2025-07-30T18:53:08Z Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides Di Chenna, Pablo Héctor Ferrara, Andrés Ghini, Alberto Antonio Burton, Gerardo Chemical bonds Conformations Hydrides Hydrolysis Mercury compounds Molecular structure Stereochemistry Cyclopropane bonds Ketones 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. Fil:Di Chenna, P.H. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:André Ferrara Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Ghini, A.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Burton, G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2002 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v2_n2_p227_DiChenna http://hdl.handle.net/20.500.12110/paper_14727781_v2_n2_p227_DiChenna
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Chemical bonds
Conformations
Hydrides
Hydrolysis
Mercury compounds
Molecular structure
Stereochemistry
Cyclopropane bonds
Ketones
spellingShingle Chemical bonds
Conformations
Hydrides
Hydrolysis
Mercury compounds
Molecular structure
Stereochemistry
Cyclopropane bonds
Ketones
Di Chenna, Pablo Héctor
Ferrara, Andrés
Ghini, Alberto Antonio
Burton, Gerardo
Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides
topic_facet Chemical bonds
Conformations
Hydrides
Hydrolysis
Mercury compounds
Molecular structure
Stereochemistry
Cyclopropane bonds
Ketones
description 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.
author Di Chenna, Pablo Héctor
Ferrara, Andrés
Ghini, Alberto Antonio
Burton, Gerardo
author_facet Di Chenna, Pablo Héctor
Ferrara, Andrés
Ghini, Alberto Antonio
Burton, Gerardo
author_sort Di Chenna, Pablo Héctor
title Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides
title_short Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides
title_full Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides
title_fullStr Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides
title_full_unstemmed Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides
title_sort cleavage of cyclopropyl ketones mediated by alkylmercury(ii) hydrides
publishDate 2002
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14727781_v2_n2_p227_DiChenna
http://hdl.handle.net/20.500.12110/paper_14727781_v2_n2_p227_DiChenna
work_keys_str_mv AT dichennapablohector cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
AT ferraraandres cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
AT ghinialbertoantonio cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
AT burtongerardo cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
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