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Diastereoselective synthesis of γ-hydroxy-β-amino alcohols, (2S, 3S)- and (2S, 3R)-threoninol and -hydroxyphenylalaninol, from (R)-glycidol via the derived 4-hydroxymethyloxazolidinone

1994; Elsevier BV; Volume: 5; Issue: 2 Linguagem: Inglês

10.1016/s0957-4166(00)86162-5

1362-511X

Shigeo Katsumura, Noriyoshi Yamamoto, Makiko Morita, Qingjun Han,

Carbohydrate Chemistry and Synthesis

Syntheses of enantiomerically pure (2S,3S)- and (2S,3R)-threoninol and (2S,3R)-hydroxyphenylalaninol are demonstrated starting from (R)-glycidol via (S)-4-methoxycarbonyl-2-oxazolidinone by monoalkylation of the ester followed by diastereoselective reduction.