Enantioselective synthesis of both enantiomers of 2-amino-2-(2-furyl)ethan-1-ol as a flexible building block for the preparation of serine and azasugars


Demir A. , Sesenoglu O., Aksoy-Cam H., Kaya H., Aydogan K.

TETRAHEDRON-ASYMMETRY, cilt.14, ss.1335-1340, 2003 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 14 Konu: 10
  • Basım Tarihi: 2003
  • Doi Numarası: 10.1016/s0957-4166(03)00158-7
  • Dergi Adı: TETRAHEDRON-ASYMMETRY
  • Sayfa Sayıları: ss.1335-1340

Özet

The selective conversion of 1-(2-furyl)-2-hydroxyethan-1-one and ethyl 2-(2-furyl)-2-oxo acetate into (E)- and (Z)-oximes and oxime ethers followed by oxazaborolidine-catalyzed enantioselective reduction using different amino alcohols furnished both enantiomers of the important chiral building block 2-amino-2-(2-furyl)ethan-1-ol with an ee of up to 96%. (C) 2003 Elsevier Science Ltd. All rights reserved.