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Paper | Regular issue | Vol 41, No. 5, 1995, pp.983-994
Published online, 1st January, 1970
DOI: 10.3987/COM-94-7016
Synthesis of (2R, 3R, 4R, 5R)-3,4-Dihydroxy-2,5-dihydroxymethylpyrrolidine and (-)-Anisomycin Derivative from (S)-Pyroglutamic Acid Derivative

Nobuo Ikota*

*National Institute of Radiological Sciences, 9-1, Anagawa-4-chome, Inage-ku, Chiba 263, Japan


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