Synlett 2007(20): 3155-3159  
DOI: 10.1055/s-2007-1000821
LETTER
© Georg Thieme Verlag Stuttgart · New York

Application of a Samarium(II)-Mediated Spirocyclisation in an Asymmetric Approach to the Cyclopentanol Motif of Stolonidiol

Lisa A. Sloana, Thomas M. Bakera, Simon J. F. Macdonaldb, David J. Procter*a
a The School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK
b GlaxoSmithKline R&D Ltd, Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK
Fax: +44(161)2754939; e-Mail: david.j.procter@manchester.ac.uk;
Further Information

Publication History

Received 21 August 2007
Publication Date:
03 December 2007 (eFirst)

Abstract

An asymmetric approach to the cyclopentanol motif of the biologically active, marine natural product stolonidiol has been developed. The approach involves the asymmetric synthesis of chiral γ,δ-unsaturated ketones and their spirocyclisation using SmI2.