Synlett 2010(4): 595-598  
DOI: 10.1055/s-0029-1219373
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Studies towards the Taming of the ‘Carbocation’ in the Regioselective Ring Opening of Epoxides to Allylic Alcohols

Helen A. Chapman, Karim Herbal, William B. Motherwell*
Christopher Ingold Laboratories, Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, UK
Fax: +44(20)76797524; e-Mail: w.b.motherwell@ucl.ac.uk;
Further Information

Publication History

Received 23 December 2009
Publication Date:
08 February 2010 (online)

Abstract

Regioselective isomerisation of epoxides to allylic alcohols can be achieved using p-toluenesulfonic acid in the presence of 1,3-dimethylimidazolidin-2-one.

7

The spectral and physical data of the products were identical in all respects with reported literature data.