Issue 47, 2008
From the journal:

Chemical Communications

Total synthesis of (−)-spirangien A and its methylester†‡

Ian Paterson,*a   Alison D. Findlaya  and  Christian Notia  

* Corresponding authors

a University Chemical Laboratory, Lensfield Road, Cambridge, UK
E-mail: ip100@cam.ac.uk
Fax: +44 (0) 1223 336362
Tel: +44 (0) 1223 336407

Abstract

The first total synthesis of (−)-spirangien A, a cytotoxic and antifungal polyketide of myxobacterial origin, is reported; this exploits a Stork–Wittig olefination and double Stille cross-coupling sequence to install the sensitive pentaene side chain onto a fully elaborated spiroacetal core, leading initially to the methylester of spirangien A.

Graphical abstract: Total synthesis of (−)-spirangien A and its methylester

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Article information

DOI
https://doi.org/10.1039/B816229H
Article type
Communication
Submitted
17 Sep 2008
Accepted
08 Oct 2008
First published
06 Nov 2008

Chem. Commun., 2008, 6408-6410

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Total synthesis of (−)-spirangien A and its methylester

I. Paterson, A. D. Findlay and C. Noti, Chem. Commun., 2008, 6408 DOI: 10.1039/B816229H

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