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

A Regioselective Synthesis of E-Guggulsterone

1
,
2,3,*  and 2,3,*
1 Korea Institute of Science and Technology, 290 Daejeon-dong, Gangneung 210-340, Korea 2 Center for Marine Natural Products and Drug Discovery, School of Earth and Environmental Sciences, Seoul National University, NS-80, Seoul 151-747, Korea 3 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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Abstract

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

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