Synthesis of Amino Carba Sugars and Conformationally Restricted Polyhydroxy y-Amino Acids from (-)-Quinic Acid

摘要

Efficient syntheses of two novel positional stereoisomers of valiolamine,a potent glycosidase inhibitor,and two poly-hydroxy y-amino acids are reported.The syntheses involve regio- and stereoselective azidolysis of epoxides by tri-methylsilyl azide with BF_3-OEt_2 as Lewis acid.