The use of vinyl esters significantly enhanced enantioselectivities and reaction rates in lipase-catalyzed resolutions of arylaliphatic carboxylic acids

Journal of Organic Chemistry

Volumn 64, Issue 5, 1999, Pages 1709-1712

  Yang, Hong ^a   Henke, Erik ^a   Bornscheuer, Uwe T ^a  

^a UNIVERSITY OF STUTTGART   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ARYLALIPHATIC CARBOXYLIC ACID; ARYLBUTYRIC ACID DERIVATIVE; ESTER; TRIACYLGLYCEROL LIPASE; VINYL DERIVATIVE;

CATALYSIS; ENANTIOMER; ENZYME ACTIVITY; ENZYME KINETICS; ENZYME MECHANISM; ESTERIFICATION; FATTY ACID SYNTHESIS; HYDROLYSIS; NOTE; REACTION ANALYSIS; REACTION TIME; STEREOCHEMISTRY; TECHNIQUE;

EID: 0033525484     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981780l     Document Type: Note

References (23)

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12. The following enzymes were used: recombinant esterase from Pseudomonas fluorescens (Krebsfänger, N.; Schierholz, K.; Bornscheuer, U. T. J. Biotechnol. 1998, 60, 105); recombinant esterase from Bacillus stearothermophilus (Amaki, Y.; Nakano, H.; Yamane, T. Appl. Microbiol. Biotechnol. 1994, 40, 664); pig liver esterase (Sigma, Deisenhofen, Germany); lipase B from C. antarctica (SP435, Boehringer Mannheim, Penzberg, Germany); lipase from Pseudomonas cepacia (PS, Amano Pharmaceutical Co., Nagoya, Japan).
13. The following enzymes were used: recombinant esterase from Pseudomonas fluorescens (Krebsfänger, N.; Schierholz, K.; Bornscheuer, U. T. J. Biotechnol. 1998, 60, 105); recombinant esterase from Bacillus stearothermophilus (Amaki, Y.; Nakano, H.; Yamane, T. Appl. Microbiol. Biotechnol. 1994, 40, 664); pig liver esterase (Sigma, Deisenhofen, Germany); lipase B from C. antarctica (SP435, Boehringer Mannheim, Penzberg, Germany); lipase from Pseudomonas cepacia (PS, Amano Pharmaceutical Co., Nagoya, Japan).
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23. Anthonsen, H. W.; Hoff, B. H.; Anthonsen, T. Tetrahedron: Asymmetry 1996, 7, 2633. Note that the example used there is based on the resolution of a chiral alcohol using an excess of an achiral acyl donor, whereas we used a chiral acyl donor and an excess of an achiral alcohol.