Issue 16, 2009
From the journal:

Chemical Communications

Combining two-directional synthesis and tandem reactions: new access to 3,5-disubstituted pyrrolizidines and first total synthesis of alkaloidcis-223B†

Jean-Chistophe Legeay,a   William Lewisb  and  Robert A. Stockman*a  

* Corresponding authors

a School of Chemistry, University of Nottingham, Nottingham, UK
E-mail: robert.stockman@nottingham.ac.uk
Fax: +44 (0)115 9513564
Tel: +44 (0)115 9513252

b X-Ray Crystallography Laboratory, School of Chemistry, University of Nottingham, Nottingham, UK

Abstract

Two new tandem reactions for the synthesis of 3,5-disubstituted pyrrolizidines and the first total synthesis of alkaloidcis-223B (in 7 steps and 43% overall yield), involving a double cross metathesis and double Michael addition as key steps, are presented.

Graphical abstract: Combining two-directional synthesis and tandem reactions: new access to 3,5-disubstituted pyrrolizidines and first total synthesis of alkaloidcis-223B

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Article information

DOI
https://doi.org/10.1039/B900451C
Article type
Communication
Submitted
09 Jan 2009
Accepted
28 Jan 2009
First published
03 Mar 2009

Chem. Commun., 2009, 2207-2209

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Combining two-directional synthesis and tandem reactions: new access to 3,5-disubstituted pyrrolizidines and first total synthesis of alkaloidcis-223B

J. Legeay, W. Lewis and R. A. Stockman, Chem. Commun., 2009, 2207 DOI: 10.1039/B900451C

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