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

Iwona Kudyba; Jerzy Raczko; Janusz Jurczak

doi:10.1055/s-2004-822374

SHORTPAPER

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

Iwona Kudyba^a, Jerzy Raczko^a,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;

Abstract

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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

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References

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