Synthesis 2009(5): 710-712  
DOI: 10.1055/s-0028-1083367
SHORTPAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of d/l-erythro-Sphingosine Using a Tethered Aminohydroxylation Reaction as the Key Step

José Antonio Morales-Serna, Yolanda Díaz, M. Isabel Matheu, Sergio Castillón*
Departamento de Química Analítica y Química Orgánica, Universitat Rovira I Virgili, C/Marcel.li Domingo s/n, 43007 Tarragona, Spain
Fax: +34(977)558446; e-Mail: sergio.castillon@urv.net;
Further Information

Publication History

Received 14 July 2008
Publication Date:
11 February 2009 (online)

Abstract

A diastereoselective synthesis of racemic d/l-erythro-sphingosine is described. The approach involves employing tethered­ aminohydroxylation (TA) to introduce the 2-amino and 3-hydroxy functions with required stereochemistry.