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, 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
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling todo:paper_14727781_v2_n2_p227_DiChenna2023-10-03T16:17:59Z Cleavage of cyclopropyl ketones mediated by alkylmercury(II) hydrides Di Chenna, P.H. André Ferrara Ghini, A.A. Burton, G. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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, P.H.
André Ferrara
Ghini, A.A.
Burton, G.
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.
format JOUR
author Di Chenna, P.H.
André Ferrara
Ghini, A.A.
Burton, G.
author_facet Di Chenna, P.H.
André Ferrara
Ghini, A.A.
Burton, G.
author_sort Di Chenna, P.H.
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
url http://hdl.handle.net/20.500.12110/paper_14727781_v2_n2_p227_DiChenna
work_keys_str_mv AT dichennaph cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
AT andreferrara cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
AT ghiniaa cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
AT burtong cleavageofcyclopropylketonesmediatedbyalkylmercuryiihydrides
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