Jump to main content
Jump to site search

Issue 9, 2016

Efficient construction of the A/C/D tricyclic skeleton of palhinine A

Author affiliations

Abstract

An efficient approach for the synthesis of the 9/6/6 tricyclic structure of Lycopodium alkaloid palhinine A has been accomplished. The developed synthetic route features oxidative dearomatization and tandem hydroxyl oxidation/intramolecular Diels–Alder (IMDA) reactions to assemble the A/C/D tricyclic ring system. Most importantly, the protocol can undergo ring constriction to rapidly construct the highly strained nine-membered azonane ring of palhinine A.

Graphical abstract: Efficient construction of the A/C/D tricyclic skeleton of palhinine A

Supplementary files

Article information


Submitted
26 May 2016
Accepted
16 Jul 2016
First published
18 Jul 2016

Org. Chem. Front., 2016,3, 1137-1143
Article type
Research Article

Efficient construction of the A/C/D tricyclic skeleton of palhinine A

S. Duan, D. Long, C. Zhao, G. Zhao, Z. Yuan, X. Xie, J. Fang and X. She, Org. Chem. Front., 2016, 3, 1137 DOI: 10.1039/C6QO00222F

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.

Read more about how to correctly acknowledge RSC content.


Social activity

Search articles by author

Spotlight

Advertisements