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Volumn 33, Issue 21, 2003, Pages 3717-3726

Porcine Liver Esterase Catalyzed Kinetic Resolution of Baylis-Hillman (B-H) Adducts

Author keywords

Baylis Hillman adducts; Kinetic resolution; Porcine liver esterase

Indexed keywords

2 METHYLENE 3 HYDROXYPROPANOATE DERIVATIVE; ESTERASE; LIVER ENZYME; PROPIONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0242362724     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-120025180     Document Type: Article
Times cited : (12)

References (29)
  • 2
    • 0000892247 scopus 로고    scopus 로고
    • Paquette, L.A., Ed.; Wiley: New York
    • (b) Chiganek, E. Organic Reactions; Paquette, L.A., Ed.; Wiley: New York, 1997; Vol. 51, 201-350.
    • (1997) Organic Reactions , vol.51 , pp. 201-350
    • Chiganek, E.1
  • 3
    • 0034283585 scopus 로고    scopus 로고
    • and references cited herein
    • For recent advances on asymmetric Baylis-Hillman reaction, other than the approach of kinetic resolution, see: (a) Langer, P. Angew. Chem. Int. Ed. 2000, 39, 3049-3052 and references cited herein;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3049-3052
    • Langer, P.1
  • 8
    • 37049097462 scopus 로고
    • For a similar work to that of Ref. [3], where >90% ee were indicated for the recovered starting materials, methyl 2-(methylene)-3-hydroxy-butanoate, methyl 2-(methylene)-3-hydroxy-phenylpropioate, and methyl 2-(methylene)-3-hydroxy-3-(furan-2-yl)propioate, please see: (a) Brown, J.M.; Cutting, I. J. Chem. Soc. Chem. Commun. 1985, 578-579;
    • (1985) J. Chem. Soc. Chem. Commun. , pp. 578-579
    • Brown, J.M.1    Cutting, I.2
  • 13
    • 0034637571 scopus 로고    scopus 로고
    • (d) For lipase catalyzed resolution of α-methylene-β-lactums, see: Adam, W.; Groer, P.; Humpf, H.-U.; Saha-Möller, C.R. J. Org. Chem. 2000, 65, 4919-4922. In the Refs. [5b-d], though excellent ee have been reported for some cases, in general the time taken for resolution process are too long (varies several days to ca. one month).
    • (2000) J. Org. Chem. , vol.65 , pp. 4919-4922
    • Adam, W.1    Groer, P.2    Humpf, H.-U.3    Saha-Möller, C.R.4
  • 18
    • 0037059441 scopus 로고    scopus 로고
    • (c) Yu, C.; Hu, L. J. Org. Chem. 2002, 67, 219-223 (for B-H reactions of acrylamide);
    • (2002) J. Org. Chem. , vol.67 , pp. 219-223
    • Yu, C.1    Hu, L.2
  • 19
    • 0037124397 scopus 로고    scopus 로고
    • (d) Shi, M.; Zhao, G.-L. Tetrahedron Lett. 2002, 43, 4499-4502, and references herein (for B-H reaction of N-phosphinoyl and N-sulphonylimines);
    • (2002) Tetrahedron Lett. , vol.43 , pp. 4499-4502
    • Shi, M.1    Zhao, G.-L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.