Issue 12, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

An operationally simple and fully regiocontrolled formal total synthesis of the montanine-type Amaryllidaceaealkaloid (±)-pancracine

Martin G. Banwell,*a   Alison J. Edwards,a   Katrina A. Jolliffea  and  Michael Kemmlera  

* Corresponding authors

a Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, Australia

Abstract

Reaction of β-nitrostyrene 4 with cyclohexane-1,3-dione (5) in the presence of DBU affords the Michael-addition product 6, which is readily elaborated, using straightforward chemistry, to the 5,11-methanomorphanthridine 2, acquisition of which constitutes a formal total synthesis of the racemic modification of the montanine alkaloid pancracine (1).

Graphical abstract: An operationally simple and fully regiocontrolled formal total synthesis of the montanine-type Amaryllidaceae alkaloid (±)-pancracine

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B102252K
Article type
Communication
Submitted
07 Mar 2001
Accepted
30 Apr 2001
First published
29 May 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 1345-1348

Permissions

Request permissions

An operationally simple and fully regiocontrolled formal total synthesis of the montanine-type Amaryllidaceae alkaloid (±)-pancracine

M. G. Banwell, A. J. Edwards, K. A. Jolliffe and M. Kemmler, J. Chem. Soc., Perkin Trans. 1, 2001, 1345 DOI: 10.1039/B102252K

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.

Spotlight

Advertisements