Synthesis of C-C bonded dimeric steroids by olefin metathesis

Five new C-C bonded steroidal homodimers derived from deoxycholic acid, pregnenolone, and progesterone were synthesized by an olefin metathesis reaction assisted by microwave heating. Microwave improved the yield and accelerated the reaction allowing the use of less catalyst with good results (2.5 m...

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Autores principales: Edelsztein, Valeria Carolina, Di Chenna, Pablo Héctor, Burton, Gerardo
Publicado: 2009
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v65_n18_p3615_Edelsztein
http://hdl.handle.net/20.500.12110/paper_00404020_v65_n18_p3615_Edelsztein
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spelling paper:paper_00404020_v65_n18_p3615_Edelsztein2023-06-08T15:04:18Z Synthesis of C-C bonded dimeric steroids by olefin metathesis Edelsztein, Valeria Carolina Di Chenna, Pablo Héctor Burton, Gerardo Dimeric steroids Dimerization Metathesis Microwave alkene deoxycholic acid isomerase pregnenolone progesterone steroid article chemical reaction chemical structure dimerization hydrogen bond microwave cooking priority journal ring closing metathesis synthesis Five new C-C bonded steroidal homodimers derived from deoxycholic acid, pregnenolone, and progesterone were synthesized by an olefin metathesis reaction assisted by microwave heating. Microwave improved the yield and accelerated the reaction allowing the use of less catalyst with good results (2.5 mol %). Due to the bulky nature of the steroidal skeleton the more favorable E-dimers were formed as the sole or major products depending on the linker length. © 2009 Elsevier Ltd. All rights reserved. Fil:Edelsztein, V.C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Di Chenna, P.H. 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. 2009 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v65_n18_p3615_Edelsztein http://hdl.handle.net/20.500.12110/paper_00404020_v65_n18_p3615_Edelsztein
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Dimeric steroids
Dimerization
Metathesis
Microwave
alkene
deoxycholic acid
isomerase
pregnenolone
progesterone
steroid
article
chemical reaction
chemical structure
dimerization
hydrogen bond
microwave cooking
priority journal
ring closing metathesis
synthesis
spellingShingle Dimeric steroids
Dimerization
Metathesis
Microwave
alkene
deoxycholic acid
isomerase
pregnenolone
progesterone
steroid
article
chemical reaction
chemical structure
dimerization
hydrogen bond
microwave cooking
priority journal
ring closing metathesis
synthesis
Edelsztein, Valeria Carolina
Di Chenna, Pablo Héctor
Burton, Gerardo
Synthesis of C-C bonded dimeric steroids by olefin metathesis
topic_facet Dimeric steroids
Dimerization
Metathesis
Microwave
alkene
deoxycholic acid
isomerase
pregnenolone
progesterone
steroid
article
chemical reaction
chemical structure
dimerization
hydrogen bond
microwave cooking
priority journal
ring closing metathesis
synthesis
description Five new C-C bonded steroidal homodimers derived from deoxycholic acid, pregnenolone, and progesterone were synthesized by an olefin metathesis reaction assisted by microwave heating. Microwave improved the yield and accelerated the reaction allowing the use of less catalyst with good results (2.5 mol %). Due to the bulky nature of the steroidal skeleton the more favorable E-dimers were formed as the sole or major products depending on the linker length. © 2009 Elsevier Ltd. All rights reserved.
author Edelsztein, Valeria Carolina
Di Chenna, Pablo Héctor
Burton, Gerardo
author_facet Edelsztein, Valeria Carolina
Di Chenna, Pablo Héctor
Burton, Gerardo
author_sort Edelsztein, Valeria Carolina
title Synthesis of C-C bonded dimeric steroids by olefin metathesis
title_short Synthesis of C-C bonded dimeric steroids by olefin metathesis
title_full Synthesis of C-C bonded dimeric steroids by olefin metathesis
title_fullStr Synthesis of C-C bonded dimeric steroids by olefin metathesis
title_full_unstemmed Synthesis of C-C bonded dimeric steroids by olefin metathesis
title_sort synthesis of c-c bonded dimeric steroids by olefin metathesis
publishDate 2009
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v65_n18_p3615_Edelsztein
http://hdl.handle.net/20.500.12110/paper_00404020_v65_n18_p3615_Edelsztein
work_keys_str_mv AT edelszteinvaleriacarolina synthesisofccbondeddimericsteroidsbyolefinmetathesis
AT dichennapablohector synthesisofccbondeddimericsteroidsbyolefinmetathesis
AT burtongerardo synthesisofccbondeddimericsteroidsbyolefinmetathesis
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