Synthesis of branched-chain sugar derivatives from 1,2;5,6-di-O-isopropylidene-alpha-D-ribo-hexofuranos-3-ulose and 1,2;4,5-di-O-isopropylidene-beta-D-erythro-2-hexulopyranos-3-ulose.
A facile method for the formation of branched-chain sugar derivatives is described involving the reaction of lithium dianions and carboxylic acids with keto-sugar derivatives. Acetic, propanoic, phenylacetic, 3,3-dimethylacrylic, crotonic and sorbic acids were the acids used for the preparation of the lithium dianions, and glucose and fructose were used for preparation of the keto derivatives.
González
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Z
Departamento de Química Aplicada, Universidad Pública de Navarra, Pamplona, Spain.
González
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A
D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D006601:Hexoses / Q000737:chemistry*; D007661:Ketoses / Q000737:chemistry; D008094:Lithium / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
C421635:1,2-4,5-di-O-isopropylidenehexofuranos-3-ulose; C421634:1,2-5,6-di-O-isopropylidenehexofuranos-3-ulose; D002241:Carbohydrates; D002264:Carboxylic Acids; D006601:Hexoses; D007661:Ketoses; D008094:Lithium