Synthesis of the 6,6,5,7-tetracyclic core of daphnilongeranin B

Xiaochun Xiong; Yong Li; Zhaoyong Lu; Ming Wan; Jun Deng; Shuhang Wu; Huawu Shao; Ang Li

doi:10.1039/C3CC47873D

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

Synthesis of the 6,6,5,7-tetracyclic core of daphnilongeranin B†

Xiaochun Xiong,‡^abc Yong Li,‡^b Zhaoyong Lu,^b Ming Wan,^b Jun Deng,^b Shuhang Wu,^b Huawu Shao*^a and Ang Li*^b

Author affiliations

* Corresponding authors

^a Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China
E-mail: shaohw@cib.ac.cn

^b State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: ali@sioc.ac.cn

^c University of Chinese Academy of Sciences, Beijing 100049, China

Abstract

An efficient approach toward the synthesis of the 6,6,5,7-tetracyclic core of the daphnilongeranin B, a Daphniphyllum alkaloid, is reported. The bridged 6,6-bicyclic system was constructed using a gold(I) catalysed Conia-ene reaction, while the 5- and 7-membered rings were assembled by two diastereoselective Michael addition reactions, respectively.

This article is part of the themed collections: Celebrating the ChemComm Emerging Investigator Lectureship Winners and 2014 Emerging Investigators

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C3CC47873D
Article type: Communication
Submitted: 14 Oct 2013
Accepted: 11 Dec 2013
First published: 12 Dec 2013

Download Citation

Chem. Commun., 2014,50, 5294-5297

Permissions

Request permissions

Synthesis of the 6,6,5,7-tetracyclic core of daphnilongeranin B

X. Xiong, Y. Li, Z. Lu, M. Wan, J. Deng, S. Wu, H. Shao and A. Li, Chem. Commun., 2014, 50, 5294 DOI: 10.1039/C3CC47873D

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.

Chemical Communications

Synthesis of the 6,6,5,7-tetracyclic core of daphnilongeranin B†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Synthesis of the 6,6,5,7-tetracyclic core of daphnilongeranin B

Social activity

Search articles by author

Spotlight

Advertisements