Enantioselective hydrolysis of five-membered-ring acetates catalysed by Pseudomonas fluorescens lipase

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 11, 1987, Pages 838-839

  Xie, Zhuo Feng ^a   Suemune, Hiroshi ^a   Sakai, Kiyoshi ^a  

^a KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049090352     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39870000838     Document Type: Article

References (12)

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2. G. M. Whitesides and C.-H. Wang, Angew. Chem., Int. Ed. Engl., 1985, 24, 617.
3. M. Schneider, N. Engel, and H. Boensmann, Angew. Chem., Int. Ed. Engl., 1984, 23, 64; 66
4. P. Mohr, N. W. Sarcevic, C. Tamm, K. Gawaronska, and J. C. Gawaronski, Helv. Chim. Acta, 1983, 66. 2501.
5. K. Laumen and M. Schneider, Tetrahedron Lett., 1985, 26, 2073.
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7. G. Sabbioni, M. L. Shea, and J. B. Jones, J. Chem. Soc., Chem. Commun., 1984, 236, and ref. 3.
8. J. A. Dale, D. L. Dull, and H. S. Mosher, J. Org. Chem., 1969,34, 2543.
9. D. Buisson and R. Azerad, Tetrahedron Lett., 1986, 27, 2631
10. B. Helferich and R. Hilton, Ber. Dtsch. Chem. Ges., 1937,70, 308.
11. Z.-F. Xie, K. Funakoshi, H. Suemune, T. Oishi, H. Akita, and K. Sakai, Chem. Pharm. Bull., 1986, 34, 3058. The absolute configuration of (—)-(4b) was determined by conversion of (l J?,2 J?)-cyclopentene-l,2-diof into (+)-(4b) by treatment with a mixture of AcOH, triphenylphos- phine, and diethyl azodicar boxy late.
12. The acetyl-migration was not observed under the reaction conditions employed.