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Ignac J. Jakovac

University of Toronto

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Journal of The Chemical Society, Chemical Communications | 1980

Preparation of useful chiral lactone synthons via stereospecific enzyme-catalysed oxidations of meso-diols

Ignac J. Jakovac; George S. Y. Ng; Kar P. Lok; J. Bryan Jones

Horse liver alcohol dehydrogenase-catalysed oxidations of symmetrical acyclic and cyclic meso-diol substrates give chiral γ- and δ-lactones in high yields and of 100% enantiomeric excess and provide access to a broad range of useful synthons of value in asymmetric syntheses of natural products.

Journal of The Chemical Society, Chemical Communications | 1978

General method for determining enantiomeric purities of chiral lactones

Ignac J. Jakovac; J. Bryan Jones

An easy, convenient, and generally applicable method for determining enantiomeric purities of chiral lactones of all ring sizes is provided by treating small samples of the lactones with methyl-lithium, followed by n.m.r. examination of the resulting diols in the presence of chiral shift reagents such as Optishift I.

Journal of the American Chemical Society | 1982

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

Ignac J. Jakovac; H. Bruce Goodbrand; Kar P. Lok; J. Bryan Jones

Journal of the American Chemical Society | 1985

Enzymes in organic synthesis. 34. Preparations of enantiomerically pure exo- and endo-bridged bicyclic [2.2.1] and [2.2.2] chiral lactones via stereospecific horse liver alcohol dehydrogenase catalyzed oxidations of meso diols

Kar P. Lok; Ignac J. Jakovac; J. Bryan Jones

Canadian Journal of Chemistry | 1982

A new cubic-space section model for predicting the specificity of horse liver alcohol dehydrogenase-catalyzed oxidoreductions

J. Bryan Jones; Ignac J. Jakovac

Journal of Organic Chemistry | 1979

Determination of enantiomeric purity of chiral lactones. A general method using nuclear magnetic resonance

Ignac J. Jakovac; J. Bryan Jones

Canadian Journal of Chemistry | 1982

Enzymes in organic synthesis. 26.Synthesis of enantiomerically pure grandisol from an enzyme-generated chiral synthon

J. Bryan Jones; Mark A. W. Finch; Ignac J. Jakovac

ChemInform | 1982

ENZYMES IN ORGANIC SYNTHESIS. 24. PREPARATIONS OF ENANTIOMERICALLY PURE CHIRAL LACTONES VIA STEREOSPECIFIC HORSE LIVER ALCOHOL DEHYDROGENASE CATALYZED OXIDATIONS OF MONOCYCLIC MESO DIOLS

Ignac J. Jakovac; H. Bruce Goodbrand; Kar P. Lok; J. Bryan Jones

ChemInform | 1979

DETERMINATION OF ENANTIOMERIC PURITY OF CHIRAL LACTONES. A GENERAL METHOD USING NUCLEAR MAGNETIC RESONANCE

Ignac J. Jakovac; J. Bryan Jones

ChemInform | 1980

PREPARATION OF USEFUL CHIRAL LACTONE SYNTHONS VIA STEREOSPECIFIC ENZYME-CATALYZED OXIDATIONS OF MESO-DIOLS

Ignac J. Jakovac; G. Ng; Kar P. Lok; J. B. Jones

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J. Bryan Jones

University of Toronto

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