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Open AccessCommunication
Molecules 2011, 16(5), 4165-4171; doi:10.3390/molecules16054165

A Regioselective Synthesis of E-Guggulsterone

Korea Institute of Science and Technology, 290 Daejeon-dong, Gangneung 210-340, Korea
Center for Marine Natural Products and Drug Discovery, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 151-747, Korea
Research Institute of Oceanography, Seoul National University, NS-80, Seoul 151-741, Korea
Authors to whom correspondence should be addressed.
Received: 18 April 2011 / Revised: 17 May 2011 / Accepted: 18 May 2011 / Published: 20 May 2011
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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 (hn) and acid catalysis to convert E- guggulsterone into the corresponding Z isomer.
Keywords: guggulsterone; inflammatory bowel diseases; regioselective synthesis; oppenhauer oxidation guggulsterone; inflammatory bowel diseases; regioselective synthesis; oppenhauer oxidation
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Ham, J.; Chin, J.; Kang, H. A Regioselective Synthesis of E-Guggulsterone. Molecules 2011, 16, 4165-4171.

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