A novel baker's yeast catalysed hydride reduction of an epoxide moiety
RM Horak, RA Learmonth, VJ Maharaj
Index: Horak, R. Marthinus; Learmonth, Robin A.; Maharaj, Vinesh J. Tetrahedron Letters, 1995 , vol. 36, # 9 p. 1541 - 1544
Full Text: HTML
Citation Number: 4
Abstract
The preparation of 2-[2H]-1-(p-nitrophenyl)-1, 2-epoxyheptan-3-one and its subsequent reduction by baker's yeast to the 2, 3-diol is described. The mechanism of the reduction of the epoxide was determined using the β-2H isotope shift in13C nmr and mass spectroscopy and appears to be due to a novel enzyme catalysed hydride transfer from cofactors such as NADH or NADPH.
Related Articles:
One??Pot Synthesis of Acid Chloride from 1, 2??Diols
[Telvekar, Vikas N.; Mali, Jaishree K.; Dighe, Mahesh G. Synthetic Communications, 2007 , vol. 37, # 5 p. 865 - 868]
Alkylmercury hydrides: Preparation and reactivity
[Tetrahedron Letters, , vol. 36, # 38 p. 6883 - 6886]