A SuperQuat glycolate aldol approach to the asymmetric synthesis of hexose monosaccharides.
A stereoselective two-carbon homologation protocol has been developed and applied to the asymmetric synthesis of the hexose monosaccharides D-galactose, D-fucose, D-idose, D-6-deoxyidose, D-talose and D-6-deoxytalose.
Davies
Stephen G
SG
The Department of Organic Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, UK OX1 3TA. steve.davies@chem.ox.ac.uk
Nicholson
Rebecca L
RL
Smith
Andrew D
AD
D000447:Aldehydes / Q000737:chemistry*; D006016:Glycolates / Q000737:chemistry*; D006601:Hexoses / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D006016:Glycolates; D006601:Hexoses; D009005:Monosaccharides