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Synthesis 2004(8): 1147-1149  
DOI: 10.1055/s-2004-822374
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Simple and Efficient Syntheses of N-Glyoxyloyl-7,7-dimethylnorbornane-(1S,2R)-oxazolidinone and Its Thio Derivative - Useful Chirons for Diastereoselective Reactions

Iwona Kudybaa, Jerzy Raczkoa,b, Janusz Jurczak*a,c
a Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
b ZD CHEMIPAN, Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
c Department of Chemistry, Warsaw University, Pasteura 1, 02-093 Warsaw, Poland
Fax: +48(22)8230944; e-Mail: jurczak@icho.edu.pl;
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Publication History

Received 24 February 2004
Publication Date:
10 May 2004 (online)

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Simple and Efficient Syntheses of N-Glyoxyloyl-7,7-dimethylnorbornane-(1S,2R)-oxazolidinone and Its Thio Derivative - Useful Chirons for Diastereoselective ReactionsSynthesis 2004; 2004(10): 1720-1720
DOI: 10.1055/s-2004-829125

Abstract

The described procedures provide efficient methods for the preparation of two new chiral glyoximides derived from 7,7-dimethylnorbornane-(1S,2R)-oxazolidinone (1a) and 7,7-dimethylnorbornane-(1S,2R)-oxazolidinethione (1b).

Key words

acylation - aldehydes - chiral auxiliaries - oxidation - ozonolysis­