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A Regioselective Synthesis of E-Guggulsterone

We have successfully prepared E-guggulsterone from 16,17-epoxy-pregnenolone in 84% yield over two steps via a hydrazine reduction and Oppenhauer oxidation. Additionally, isomerization was induced by heat, light (hν) and acid catalysis to convert E- guggulsterone into the corresponding Z isomer.

Detalles Bibliográficos
Autores principales: Ham, Jungyeob, Chin, Jungwook, Kang, Heonjoong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263345/
http://dx.doi.org/10.3390/molecules16054165
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author Ham, Jungyeob
Chin, Jungwook
Kang, Heonjoong
author_facet Ham, Jungyeob
Chin, Jungwook
Kang, Heonjoong
author_sort Ham, Jungyeob
collection PubMed
description We have successfully prepared E-guggulsterone from 16,17-epoxy-pregnenolone in 84% yield over two steps via a hydrazine reduction and Oppenhauer oxidation. Additionally, isomerization was induced by heat, light (hν) and acid catalysis to convert E- guggulsterone into the corresponding Z isomer.
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spelling pubmed-62633452018-12-10 A Regioselective Synthesis of E-Guggulsterone Ham, Jungyeob Chin, Jungwook Kang, Heonjoong Molecules Communication We have successfully prepared E-guggulsterone from 16,17-epoxy-pregnenolone in 84% yield over two steps via a hydrazine reduction and Oppenhauer oxidation. Additionally, isomerization was induced by heat, light (hν) and acid catalysis to convert E- guggulsterone into the corresponding Z isomer. MDPI 2011-05-20 /pmc/articles/PMC6263345/ http://dx.doi.org/10.3390/molecules16054165 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Ham, Jungyeob
Chin, Jungwook
Kang, Heonjoong
A Regioselective Synthesis of E-Guggulsterone
title A Regioselective Synthesis of E-Guggulsterone
title_full A Regioselective Synthesis of E-Guggulsterone
title_fullStr A Regioselective Synthesis of E-Guggulsterone
title_full_unstemmed A Regioselective Synthesis of E-Guggulsterone
title_short A Regioselective Synthesis of E-Guggulsterone
title_sort regioselective synthesis of e-guggulsterone
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263345/
http://dx.doi.org/10.3390/molecules16054165
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