SYNTHESIS OF (2R,3R,4R,5R)-3,4-DIHYDROXY-2,5-DIHYDROXYMETHYLPYRROLIDINE AND (-)-ANISOMYCIN DERIVATIVE FROM (S)-PYROGLUTAMIC ACID DERIVATIVE

Article abstract of DOI:10.3987/COM-94-7016

Double asymmetric dihydroxylation of (E)-α,β-unsaturated ester (2) with a catalitic amount of potassium osmate and chiral ligand gave dihydroxy compounds (3a and 4a) selectively.Polyhydroxylated pyrrolidines (10 and 14) were synthesized from corresponding methoxymethyl ether (3c) and tert-butyl-dimethylsilyl ether (4d), respectively.