Asymmetric synthesis of monohydroxy tetradecanoic acids and their methyl esters

Hasdemir B. , Yusufoglu A. S.

TETRAHEDRON-ASYMMETRY, cilt.15, sa.1, ss.65-68, 2004 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 15 Konu: 1
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1016/j.tetasy.2003.10.020
  • Sayfa Sayıları: ss.65-68


Methyl 3-, 6- and 13-oxo tetradecanoates were reduced by NaBH4 in the presence of 1,2:5,6-di-O-isopropylidene-Dglucofuranose (DIPGH) and (-)-menthol together with isovaleric and pivalic acids in THF solution. The highest enantiomeric purity was found for the 13-hydroxy ester isomer of 96%, ee. Enantiomeric excess (ee, %) was determined by chiral HPLC and H-1 NNIR with shift reagent, EU(tfc)(3). (C) 2003 Elsevier Ltd. All rights reserved.