Tetrahedron letters

Stereoselective [2, 3]-wittig rearrangement of (1S, 2R)-1-amino-indan-2-ol derived amide enolates

MH Kress, C Yang, N Yasuda, EJJ Grabowski

Index: Kress, Michael H.; Yang, Chunhua; Yasuda, Nobuyoshi; Grabowski Tetrahedron Letters, 1997 , vol. 38, # 15 p. 2633 - 2636

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Citation Number: 27

Abstract

An efficient, diastereoselective [2, 3]-Wittig rearrangement of α-allyloxy-amide enolates has been developed using (1S, 2R)-1-amino-indan-2-ol as a chiral auxiliary. After auxiliary removal, the resultant optically active α-hydroxy acids have been transformed to functionalized amino acid derivatives.