CNRS FRE 2715 Isolement, Structure, Transformation et Synthèse de Substances Naturelles, Université de Reims, Champagne-Ardenne, IFR 53 Biomolécules, CPCBAI, Bât. 18, Moulin de la Housse, BP 1039, 51687 Reims, France
Abstract:
The isomaltose trichloroacetimidate 7 was synthesized in five steps from d-amygdalin. The key step in this series of reactions was the acid catalyzed rearrangement of the inter-glycosydic bond to give the thermodynamically more stable α-anomer. The reaction was also applied to different di-, tri-, and tetrasaccharide derivatives of amygdalin giving the corresponding rearrangement products.