S-(-)-acetoxymethyl-2,5-dihydrothiophene via enzymatic resolution

Tetrahedron Asymmetry

Volumn 7, Issue 9, 1996, Pages 2493-2496

  Altenbach, Hans Josef ^a   Merhof, Gerd F ^a   Brauer, David J ^a  

^a UNIVERSITY OF WUPPERTAL   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

THIOPHENE DERIVATIVE; TRIACYLGLYCEROL LIPASE;

ACETYLATION; ARTICLE; CATALYSIS; DRUG SYNTHESIS; ENANTIOMER; HYDROLYSIS; PRIORITY JOURNAL; PSEUDOMONAS; REACTION ANALYSIS;

EID: 0030250057     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00315-1     Document Type: Article

References (14)

1. 1 For reviews see: Pope, L.; Novak, L. Selective Biocatalysis, VCH, Weinheim, 1992. Wong, C.-H.; Whitesides, G.M. Enzymes in Synthetic Organic Chemistry, Pergamon, Oxford, 1994. Drauz, K.; Waldmann, H. Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
2. 1 For reviews see: Pope, L.; Novak, L. Selective Biocatalysis, VCH, Weinheim, 1992. Wong, C.-H.; Whitesides, G.M. Enzymes in Synthetic Organic Chemistry, Pergamon, Oxford, 1994. Drauz, K.; Waldmann, H. Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
3. 1 For reviews see: Pope, L.; Novak, L. Selective Biocatalysis, VCH, Weinheim, 1992. Wong, C.-H.; Whitesides, G.M. Enzymes in Synthetic Organic Chemistry, Pergamon, Oxford, 1994. Drauz, K.; Waldmann, H. Enzyme Catalysis in Organic Synthesis, VCH, Weinheim, 1995.
4. 2 Weissfloch, A.N.E.; Kazlauskas, R.J. J. Org. Chem. 1995, 60, 6959.
5. 3 Merhof, G.F.; Altenbach, H.-J. unpublished results.
6. 4 Joullie, M.M.; Blenderman, W.G.; Petri, G. J. Org. Chem. 1983, 48, 3206.
7. 5 Lozanova, A.V.; Moiseenkov, A.M.; Semenovskii, A.V. Izv. Akad. Nauk. SSSR, Ser. Khim. 1981, 838.
8. 6 Chen, C.-S.; Fujimori, Y.; Girdauskas, G.; Sih, C.J. J. Am. Chem. Soc. 1982, 104, 7294.
9. 7 General procedure: 500 mg of (±)-2-acetoxymethyl-2,5-dihydrothiophene and 150 mg of PFL in 20 ml cyclohexane were used.
10. 8 Wong, C-H.; Fang, J.-M. Synlett 1994, 393.
11. 3).
12. 10 RP-18 HPLC column; methanol/water: 1/1.
13. 3): δ = 19.9, 23.3, 39.6, 40.6, 55.8, 75.8, 76.3, 126.8, 132.6, 170.8, 171.9; mp: 110-112 °C.
14. 12 Additional crystallographic details may be obtained from Fachinformationszentrum Karlsruhe, D-76344 Eggenstein-Leopoldshafen, by quoting the deposit number CSD-405469, the authors and the literature reference.