Synthesis of β-C-galactosyl D- and L-alanines.

ABSTRACT: Synthesis of β-C-D-galactosyl D- and L-alanines is carried out via a highly stereoselective Grignard reaction of glycosyl iodides, Sharpless dihydroxylation and S(N)2 displacement of the corresponding mesylate or tosylate. Alternatively, attempted triflation of the intermediate alcohols triggers a stereoselective debenzylative cyclization leading to interesting bicyclic trans-fused compounds.

SUBMITTER: Thota VN 

PROVIDER: S-EPMC4492545 | biostudies-literature | 2012 Oct

REPOSITORIES: biostudies-literature