Hydrolysis and Formation of CO‐Bonds

doi:10.1002/9783527619429.ch6

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Cited by 6 publications

References 613 publications

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Synthesis of Optically Active α-Hydroxy Acids by Kinetic Resolution Through Lipase-Catalyzed Enantioselective Acetylation

Adam

Lazarus²,

Schmerder

et al. 1998

Eur. J. Org. Chem.

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The lipase‐catalyzed acetylation of a broad spectrum of racemic 2‐hydroxy acids 1 to their 2‐acetoxy acids 2 was shown to proceed with high enantioselectivity. Thus, the microbial lipases, in particular from Candidaantarctica and Burkholderiaspecies, are convenient biocatalysts for the synthesis of optically active 2‐hydroxy acids in excellent enantioselectivity (ee values up to > 99%). The absolute configurations of the 2‐hydroxy acids 1 were assigned by comparison of the gas‐chromatographic data with that of literature‐known reference compounds, or by means of the exciton‐coupled circular dichroism method (ECCD) on their bichromophoric 2‐naphthoate 9‐anthrylmethyl derivatives 3. These results establish that (S)‐2‐hydroxy acids 1 were preferentially acetylated by microbial lipases.

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Synthesis of Optically Active α-Hydroxy Acids by Kinetic Resolution Through Lipase-Catalyzed Enantioselective Acetylation

Adam

Lazarus²,

Schmerder

et al. 1998

Eur. J. Org. Chem.

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Lipases, Synthesis of Chiral Compounds, Aqueous and Organic Solvents

Bornscheuer

2010

Encyclopedia of Industrial Biotechnology

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Lipases are the most frequently applied enzymes in organic synthesis. This contribution covers basic biochemical properties of lipases, aspects of reaction systems, and choice of synthetic strategies. The use of lipases in the kinetic resolution of primary, secondary, and tertiary alcohols as well as other chiral compounds is covered. Finally, selected examples for the protein engineering of lipases are given.

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Regio- and stereoselective synthesis of vicinal fluorohydrins

Haufe

2004

Journal of Fluorine Chemistry

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Hydrolysis and Formation of CO‐Bonds

Cited by 6 publications

References 613 publications

Synthesis of Optically Active α-Hydroxy Acids by Kinetic Resolution Through Lipase-Catalyzed Enantioselective Acetylation

Synthesis of Optically Active α-Hydroxy Acids by Kinetic Resolution Through Lipase-Catalyzed Enantioselective Acetylation

Lipases, Synthesis of Chiral Compounds, Aqueous and Organic Solvents

Regio- and stereoselective synthesis of vicinal fluorohydrins

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