α-Selective organocatalytic synthesis of 2-deoxygalactosides
Edward I Balmond1, Diane M Coe, M Carmen Galan
1School of Chemistry, University of Bristol, Cantock's Close, Bristol, UK.
Angewandte Chemie (International Ed. in English)
|August 14, 2012
Abstract:
Alpha rules: A thiourea acts as an efficient organocatalyst for the glycosylation of protected galactals to form oligosaccharides containing a 2-deoxymonosaccharide moiety. The reaction is highly stereoselective for α-linkages and proceeds by way of a syn-addition mechanism.
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