Kinetic resolution of hydroxy vinylsilanes by lipase-catalyzed enantioselective acetylation

Tetrahedron Asymmetry

Volumn 8, Issue 9, 1997, Pages 1441-1444

  Adam, Waldemar ^a   Mock Knoblauch, Cordula ^a   Saha Möller, Chantu R ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

SILANE DERIVATIVE; TRIACYLGLYCEROL LIPASE;

ACETYLATION; ARTICLE; DRUG PURIFICATION; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; METHODOLOGY; PRIORITY JOURNAL;

EID: 0030961815     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00124-9     Document Type: Article

References (13)

1. C. H. Wong, G. M. Whitesides, Enzymes in Synthetic Organic Chemistry, Pergamon, Oxford/New York/Tokyo, 1994.
2. A. K. Gupta, R. J. Kazlauskas, Tetrahedron: Asymmetry 1993, 4, 879-888.
3. S. Ito, M. Kasai, H. Ziffer, J. V. Silverton, Can. J. Chem. 1987, 65, 574-582.
4. (a) C. R. Johnson, H. Sakaguchi, Synlett 1992, 813-816.
5. (b) G. Carrea, B. Danieli, G. Palmisano, S. Riva, M. Santagostino, Tetrahedron: Asymmetry 1992, 3, 775-784.
6. W. Adam, M. Richter, J. Org. Chem. 1994, 59, 3335-3340.
7. The other lipases tested were PPL from Porcine pancreas (Sigma), CCL from Candida cylindracea (Sigma), CRL from Candida rugosa (Boehringer Mannheim), CAL-A from Candida antarctica, Fraktion A, (Boehringer Mannheim), CAL-B from Candida antarctica, Fraktion B, (Boehringer Mannheim) and HSL from Humicola species (Boehringer Mannheim).
8. C. S. Chen, Y. Fujimoto, G. Girdaukas, C. J. Sih, J. Am. Chem. Soc. 1982, 104, 7294-7299.
9. 3a: T. J. Grattan, J. S. Whitehurst, J. Chem. Soc. Perkin Trans. 1 1990, 11-18;
10. 3b,c: A. K. Gupta, R. J. Kazlauskas, Tetrahedron: Asymmetry 1993, 4, 879-888.
11. W. E. Fristad, T. R. Bailey, L. A. Paquette, J. Org. Chem. 1980, 45, 3028-3037.
12. K. Burgess, L. D. Jennings, J. Am. Chem. Soc. 1991, 113, 6129-6139.
13. M. B. Trost, S. Mignani, J. Org. Chem. 1986, 51, 3435-3439.