Tetrahedron: Asymmetry

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

S Katsumura, N Yamamoto, M Morita, Q Han

Index: Katsumura, Shigeo; Yamamoto, Noriyoshi; Morita, Makiko; Han, Qingjun Tetrahedron: Asymmetry, 1994 , vol. 5, # 2 p. 161 - 164

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Citation Number: 25

Abstract

Abstract 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.