Asymmetric Reduction of Monoketo Hexadecanoic Acid Methyl Esters


TÜRKER G. , Yusufoglu A.

ASIAN JOURNAL OF CHEMISTRY, cilt.25, ss.1531-1535, 2013 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 25 Konu: 3
  • Basım Tarihi: 2013
  • Dergi Adı: ASIAN JOURNAL OF CHEMISTRY
  • Sayfa Sayıları: ss.1531-1535

Özet

Methyl 2-,3-,6-,8-,14- and 15-keto hexadecanoates were reduced by using NaBH4 in presence of 1,2;5,6-di-O-isopropilydene-D-glucofuranose [DIPGH], R(+)-1,1'-binaphthyl-2,2'-diol [RBND] and pivalic acid [PA]. The reduction of 2- and 3-keto esters in the presence of (+)-1,1'-binaphthyl-2,2'-diol results in considerably higher stereoselectivities (95 % ee). Enantiometric excess (ee %) was determined by H-1 and C-13 NMR analyses using a shift reagent, Eu(tfc)(3).