Chain-extension of carbohydrates. 5. Synthesis of the C-glycosyl amino acid moiety of miharamycins involving stereocontrolled ethynylation of methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside

Article abstract of DOI:10.1021/jo00108a030

A multistep synthesis of the C-glycosyl amino acid moiety of miharamycins from methyl 2,3,4-tri-O-benzyl-α-D-gluco-hexodialdo-1,5-pyranoside (1) is described. The ethynyl group was employed as a synthetic equivalent of the carboxylic acid function. In the