Synthesis of 3-Deoxy-α-d-manno-oct-2-ulosonic Acid Glycoside (Kdo) and Its 2-Deoxy Analogue: A Horner−Emmons Approach
摘要:
[GRAPHICS]A very simple and potentially valuable synthetic approach to 3-deoxy-alpha-D-manno-oct-2-ulosonic acid glycoside is described. The key reaction in the synthesis is the construction of ketene dithioacetal from the corresponding 2-deoxy-D-manno-heptono-1,5-lactone and 1,3-dithianyl anion. The synthesis ends with a tandem oxidative hydrolysis of the dithianyl group/glycosylation process.
Synthesis of 3-Deoxy-α-d-manno-oct-2-ulosonic Acid Glycoside (Kdo) and Its 2-Deoxy Analogue: A Horner−Emmons Approach
摘要:
[GRAPHICS]A very simple and potentially valuable synthetic approach to 3-deoxy-alpha-D-manno-oct-2-ulosonic acid glycoside is described. The key reaction in the synthesis is the construction of ketene dithioacetal from the corresponding 2-deoxy-D-manno-heptono-1,5-lactone and 1,3-dithianyl anion. The synthesis ends with a tandem oxidative hydrolysis of the dithianyl group/glycosylation process.