Synlett 2004(6): 967-970  
DOI: 10.1055/s-2004-820050
LETTER
© Georg Thieme Verlag Stuttgart · New York

Highly Diastereoselective Addition of Ketone Enolates to N-Sulfinyl Imines: Asymmetric Synthesis of syn- and anti-1,3-Amino Alcohol Derivatives

Andrew Kennedya, Adam Nelson*b, Alexis Perryb
a GlaxoSmithKline, Old Powder Mills, Nr Leigh, Tonbridge, Kent, TN11 9AN, UK
b School of Chemistry, University of Leeds, Leeds, LS2 9JT, UK
Fax: +44(113)3436565; e-Mail: adamn@chem.leeds.ac.uk;
Further Information

Publication History

Received 12 February 2004
Publication Date:
25 March 2004 (online)

Abstract

Lithium enolates derived from ketones may be added to N-sulfinyl imines with high diastereoselectivity. Diastereoselective reduction gave either the syn- or anti-1,3-amino alcohol derivative.