TOWARD SYNTHESIS OF NOVEL C-GLYCOPROTEIN FROM HUMAN RNASE - UNEXPECTED STEREOCHEMISTRY OF EPOXIDE OPENING REACTION BY ORGANOLITHIUM REAGENTS IN THE PRESENCE OF LEWIS-ACID
S. Manabe et al., TOWARD SYNTHESIS OF NOVEL C-GLYCOPROTEIN FROM HUMAN RNASE - UNEXPECTED STEREOCHEMISTRY OF EPOXIDE OPENING REACTION BY ORGANOLITHIUM REAGENTS IN THE PRESENCE OF LEWIS-ACID, Chemistry Letters, (9), 1998, pp. 919-920
A nucleophilic attack reaction to 1,2-anhydro-beta-D-mannno-pyranose b
y indole derived organolithium reagents in the presence of BF3. OEt2 a
fforded isomers of C-aryl glycoside corresponds to the basic skeleton
of C-linked mannnosyl tryptophan, which is recently identified in huma
n RNase.