Issue 12, 2011
From the journal:

Organic & Biomolecular Chemistry

Synthesis and revision of stereochemistry of rubescensin S†

Mei Zhang,‡ab   Yangming Zhang,‡b   Wei Lu*a  and  Fa-Jun Nan*b  

* Corresponding authors

a Department of Chemistry and Institute of Medicinal Chemistry, East China Normal University, 3663 North Zhong Shan Road, Shanghai, China

b Chinese National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 189 Guoshoujing Road, Zhangjiang Hi-Tech Park, Shanghai, P. R. China
E-mail: fjnan@mail.shcnc.ac.cn

Abstract

An effective two step transformation of oridonin to 15,16-seco-ent-kaurane skeleton is reported. We also achieved the conversion of one intermediate to natural product rubescensin S and revised its structure as a 13S configuration although 13R is reported in the literature.

Graphical abstract: Synthesis and revision of stereochemistry of rubescensin S

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Article information

DOI
https://doi.org/10.1039/C1OB05611E
Article type
Communication
Submitted
16 Apr 2011
Accepted
04 May 2011
First published
05 May 2011

Org. Biomol. Chem., 2011,9, 4436-4439

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Synthesis and revision of stereochemistry of rubescensin S

M. Zhang, Y. Zhang, W. Lu and F. Nan, Org. Biomol. Chem., 2011, 9, 4436 DOI: 10.1039/C1OB05611E

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