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Synthesis 2008(19): 3108-3120
DOI: 10.1055/s-2008-1067266
DOI: 10.1055/s-2008-1067266
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Carbohydrate-Based Spiro-1,3-oxazolidine-2-thiones: Stereoselective Approaches Using Aziridines and Epoxides
Further Information
Received
30 April 2008
Publication Date:
05 September 2008 (online)
Publication History
Publication Date:
05 September 2008 (online)
Abstract
d-glucose and d-fructose have been used as starting materials to prepare spiro-1,3-oxazolidine-2-thiones anchored on the third position of both carbohydrates. Following different approaches and depending on the carbohydrate template explored, stereoselective reactions have been developed via the formation of epoxides or aziridines.
Key words
azide - epoxide - spiro-compounds - chirality
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