Enzymes in organic synthesis. 24. Preparations of enantiomerically pure chiral lactones via stereospecific horse liver alcohol dehydrogenase catalyzed oxidations of …

IJ Jakovac, HB Goodbrand, KP Lok…

Index: Jakovac, Ignac J.; Goodbrand, H. Bruce; Lok, Kar P.; Jones, J. Bryan Journal of the American Chemical Society, 1982 , vol. 104, # 17 p. 4659 - 4665

Full Text: HTML

Citation Number: 159

Abstract

Abstract: Preparative-scale horse liver alcohol dehydrogenase catalyzed oxidation of monocyclic meso diols provides a direct and convenient one-step route to a broad range of chiral y-lactones of value as synthons in asymmetric synthesis. The general applicability of the method is demonstrated by oxidations of cis-1, 2-bis (hydroxymethyl) substrates of the cyclohexyl, cyclohexenyl, cyclopentyl, cyclobutyl, cyclopropyl, and dimethylcyclopropyl ...