Chemoenzymatic dynamic kinetic resolution of acyloins

Journal of Organic Chemistry

Volumn 70, Issue 23, 2005, Pages 9551-9555

  Ödman, Peter ^a   Wessjohann, Ludger A ^b   Bornscheuer, Uwe T ^a  

^a UNIVERSITY OF GREIFSWALD   (Germany)

^b LEIBNIZ INSTITUTE OF PLANT BIOCHEMISTRY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDITY; ALCOHOLS; REACTION KINETICS; RESINS; SYNTHESIS (CHEMICAL);

DYNAMIC KINETIC RESOLUTION (DKR); EPOTHILONES; KINETIC RESOLUTION (KR); LIPASE;

ESTERS;

1 HYDROXY 1 PHENYL 2 PROPANONE; EPOTHILONE A; HEXANE; KETONE DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; BURKHOLDERIA CEPACIA; COMPARTMENT MODEL; ENANTIOMER; ENZYME KINETICS; ENZYME SUBSTRATE; ION EXCHANGE; PHASE SEPARATION; RACEMIZATION; SYNTHESIS; TRANSESTERIFICATION;

CATALYSIS; ESTERIFICATION; ESTERS; FATTY ALCOHOLS; ION EXCHANGE RESINS; KINETICS; LIPASE; STEREOISOMERISM;

EID: 27744475078     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051661n     Document Type: Article

References (13)

1. Faber, K. Chem.-Eur. J. 2001, 7, 5004-5010.
2. Bornscheuer, U. T.; Kazlauskas, R. J. Hydrolases in Organic Synthesis - egio- and Stereospecific Biotransformations, 2nd ed.; Wiley-VCH: Weinheim, Germany, 2005.
3. Ebbers, E. J.; Ariaans, G. J. A.; Houbiers, J. P. M.; Bruggink, A.; Zwanenburg, B. Tetrahedron 1997, 53, 9417-9476.
4. Pamiès, O.; Bäckvall, J.-E. Trends Biotechnol. 2004, 22, 130-135.
5. Schnell, B.; Faber, K.; Kroutil, W. Adv. Synth. Catal. 2003, 345, 653-666.
6. Wuyts, S.; De Temmerman, K.; De Vos, D. E.; Jacobs, P. A. Chem.-Eur. J. 2005, 11, 386-397.
7. (a) Davis, F. A.; Chen, B.-C. Chem. Rev. 1992, 92, 919-934.
8. (b) Wessjohann, L. A.; Scheid, G. Synthetic access to epothilones - natural products with extraordinary anticancer activity. In Organic Synthesis Highlights IV; Schmalz, H. G., Ed.; Wiley-VCH: Weinheim, Germany, 2000; pp 251-267.
9. (c) Wessjohann, L. A. Angew. Chem., Int. Ed. 1997, 36, 715-718.
10. Kowalski, R. J.; Giannakakous, P.; Hamel, E. J. Biol. Chem. 1997, 272, 2534-2541.
11. Scheid, G.; Ruijter, E.; Konarzycka-Bessler, M.; Bornscheuer, U. T.; Wessjohann, L. A. Tetrahedron: Asymmetry 2004, 15, 2861-2869.
12. (a) Scheid, G.; Kuit, W.; Rurjter, E.; Orru, R. V. A.; Henke, E.; Bornscheuer, U. T.; Wessjohann, L. A. Eur. J. Org. Chem. 2004, 1063-1074.
13. (b) Wessjohann, L. A.; Scheid, G.; Bornscheuer, U.; Henke, E.; Kuit, W.; Orru, R. WO Pat. Appl. 2002032844; Chem. Abstr. 2002, 136, 340534.