Tetrahedron Letters p. 1541 - 1544 (1995)
Update date:2022-08-17
Topics:
Horak, R. Marthinus
Learmonth, Robin A.
Maharaj, Vinesh J.
The preparation of 2-<(2)H>-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-(2)H isotope shift in 13C n.m.r. and mass spectroscopy and appears to be due to a novel enzyme catalysed hydride transfer from cofactors such as NADH or NADPH.
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