Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes

1,11-Epoxysteroids may be obtained by an intramolecular remote functionalization using Suarez reagent (diacetoxyiodobenzene/I 2) and irradiation with visible light. We have found that photolysis with visible light may be advantageously replaced by microwave irradiation to prepare 1,11-oxygen bridges...

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Detalles Bibliográficos
Autores principales:	Alvarez, L.D., Sonego, J.M., Veleiro, A.S., Burton, G.
Formato:	JOUR
Materias:	1,11-Epoxypregnane Diacetoxyiodobenzene Microwave irradiation Remote functionalization 11alpha hydroxyprogesterone 3beta,20 diacetoxy 1alpha iodo 5alpha pregnan 11alpha ol 3beta,20 diacetoxy 1alpha,11alpha epoxy 4 pregnene 3beta,20 diacetoxy 4 pregnen 11alpha ol 3beta,20 diacetoxy 5a pregnan 11alpha ol oxygen pregnane derivative unclassified drug article light methodology microwave irradiation photolysis reaction time Microwaves Models, Molecular Molecular Conformation Oxygen Pregnanes
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_0039128X_v76_n13_p1458_Alvarez
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_0039128X_v76_n13_p1458_Alvarez
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spelling	todo:paper_0039128X_v76_n13_p1458_Alvarez2023-10-03T14:49:30Z Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes Alvarez, L.D. Sonego, J.M. Veleiro, A.S. Burton, G. 1,11-Epoxypregnane Diacetoxyiodobenzene Microwave irradiation Remote functionalization 11alpha hydroxyprogesterone 3beta,20 diacetoxy 1alpha iodo 5alpha pregnan 11alpha ol 3beta,20 diacetoxy 1alpha,11alpha epoxy 4 pregnene 3beta,20 diacetoxy 4 pregnen 11alpha ol 3beta,20 diacetoxy 5a pregnan 11alpha ol oxygen pregnane derivative unclassified drug article light methodology microwave irradiation photolysis reaction time Microwaves Models, Molecular Molecular Conformation Oxygen Pregnanes 1,11-Epoxysteroids may be obtained by an intramolecular remote functionalization using Suarez reagent (diacetoxyiodobenzene/I 2) and irradiation with visible light. We have found that photolysis with visible light may be advantageously replaced by microwave irradiation to prepare 1,11-oxygen bridges resulting in higher yields and shorter reaction times especially in the case of sensitive substrates. Both methodologies were compared on a set of representative 11-α-hydroxypregnanes (3, 8, 10 and 11). © 2011 Elsevier Inc. All rights reserved. Fil:Alvarez, L.D. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Sonego, J.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Veleiro, A.S. 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_0039128X_v76_n13_p1458_Alvarez
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	1,11-Epoxypregnane Diacetoxyiodobenzene Microwave irradiation Remote functionalization 11alpha hydroxyprogesterone 3beta,20 diacetoxy 1alpha iodo 5alpha pregnan 11alpha ol 3beta,20 diacetoxy 1alpha,11alpha epoxy 4 pregnene 3beta,20 diacetoxy 4 pregnen 11alpha ol 3beta,20 diacetoxy 5a pregnan 11alpha ol oxygen pregnane derivative unclassified drug article light methodology microwave irradiation photolysis reaction time Microwaves Models, Molecular Molecular Conformation Oxygen Pregnanes
spellingShingle	1,11-Epoxypregnane Diacetoxyiodobenzene Microwave irradiation Remote functionalization 11alpha hydroxyprogesterone 3beta,20 diacetoxy 1alpha iodo 5alpha pregnan 11alpha ol 3beta,20 diacetoxy 1alpha,11alpha epoxy 4 pregnene 3beta,20 diacetoxy 4 pregnen 11alpha ol 3beta,20 diacetoxy 5a pregnan 11alpha ol oxygen pregnane derivative unclassified drug article light methodology microwave irradiation photolysis reaction time Microwaves Models, Molecular Molecular Conformation Oxygen Pregnanes Alvarez, L.D. Sonego, J.M. Veleiro, A.S. Burton, G. Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes
topic_facet	1,11-Epoxypregnane Diacetoxyiodobenzene Microwave irradiation Remote functionalization 11alpha hydroxyprogesterone 3beta,20 diacetoxy 1alpha iodo 5alpha pregnan 11alpha ol 3beta,20 diacetoxy 1alpha,11alpha epoxy 4 pregnene 3beta,20 diacetoxy 4 pregnen 11alpha ol 3beta,20 diacetoxy 5a pregnan 11alpha ol oxygen pregnane derivative unclassified drug article light methodology microwave irradiation photolysis reaction time Microwaves Models, Molecular Molecular Conformation Oxygen Pregnanes
description	1,11-Epoxysteroids may be obtained by an intramolecular remote functionalization using Suarez reagent (diacetoxyiodobenzene/I 2) and irradiation with visible light. We have found that photolysis with visible light may be advantageously replaced by microwave irradiation to prepare 1,11-oxygen bridges resulting in higher yields and shorter reaction times especially in the case of sensitive substrates. Both methodologies were compared on a set of representative 11-α-hydroxypregnanes (3, 8, 10 and 11). © 2011 Elsevier Inc. All rights reserved.
format	JOUR
author	Alvarez, L.D. Sonego, J.M. Veleiro, A.S. Burton, G.
author_facet	Alvarez, L.D. Sonego, J.M. Veleiro, A.S. Burton, G.
author_sort	Alvarez, L.D.
title	Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes
title_short	Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes
title_full	Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes
title_fullStr	Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes
title_full_unstemmed	Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes
title_sort	microwave assisted preparation of c(1)-c(11) oxygen-bridged pregnanes
url	http://hdl.handle.net/20.500.12110/paper_0039128X_v76_n13_p1458_Alvarez
work_keys_str_mv	AT alvarezld microwaveassistedpreparationofc1c11oxygenbridgedpregnanes AT sonegojm microwaveassistedpreparationofc1c11oxygenbridgedpregnanes AT veleiroas microwaveassistedpreparationofc1c11oxygenbridgedpregnanes AT burtong microwaveassistedpreparationofc1c11oxygenbridgedpregnanes
_version_	1807315327401328640

Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes

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