Total synthesis of (±)-epi-stemodan-13α,17-diol

Song Chen; Ting Chen; Guanggen Liu; Xiao Wang; Guili Zhu; Yongjiang Liu; Shaomin Fu; Bo Liu

doi:10.1039/C9OB00661C

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Total synthesis of (±)-epi-stemodan-13α,17-diol†

Song Chen,^a Ting Chen,^a Guanggen Liu,^a Xiao Wang,^a Guili Zhu,^a Yongjiang Liu,^a Shaomin Fu*^a and Bo Liu

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Green Chemistry &Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China
E-mail: chembliu@scu.edu.cn, fsm09@aliyun.com
Web: http://chem.scu.edu.cn/liubo/
Fax: +86 28 85413712
Tel: +86 28 85413712

Abstract

Stemodan-13α,17-diol is a natural stemodane-type diterpenoid isolated from Stemodia chilensis. Herein we report the total synthesis of its epimer, stemodan-13β,17-diol, by applying titanium-mediated polyene cyclization and iron-catalyzed [5 + 2] cycloaddition as the key transformations to expeditiously install the molecular scaffold.

This article is part of the themed collection: Total synthesis in OBC

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C9OB00661C
Article type: Communication
Submitted: 21 Mar 2019
Accepted: 17 Apr 2019
First published: 18 Apr 2019

Download Citation

Org. Biomol. Chem., 2019,17, 4711-4714

Permissions

Request permissions

Total synthesis of (±)-epi-stemodan-13α,17-diol

S. Chen, T. Chen, G. Liu, X. Wang, G. Zhu, Y. Liu, S. Fu and B. Liu, Org. Biomol. Chem., 2019, 17, 4711 DOI: 10.1039/C9OB00661C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Organic & Biomolecular Chemistry

Total synthesis of (±)-epi-stemodan-13α,17-diol†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Total synthesis of (±)-epi-stemodan-13α,17-diol

Social activity

Search articles by author

Spotlight

Advertisements