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Volumn 121, Issue 14, 1999, Pages 3543-3544

Palladium-catalyzed kinetic and dynamic kinetic asymmetric transformation of 5-acyloxy-2-(5H)-furanone. Enantioselective synthesis of (- )-aflatoxin B lactone [8]

Author keywords

[No Author keywords available]

Indexed keywords

5 ACYCLOXY 2(5H) FURANONE; AFLATOXIN B; FURANONE DERIVATIVE; LACTONE; PALLADIUM; UNCLASSIFIED DRUG;

EID: 0033553112     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9844229     Document Type: Letter
Times cited : (142)

References (29)
  • 1
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    • For a review on dynamic kinetic transformations, see: Ward, R. S. Tetrahedron: Asymmetry 1995, 6, 1475.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 1475
    • Ward, R.S.1
  • 6
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    • For representative examples, see: (a) Krief, A.; Lecomte, Ph.; Demounte, J. P.; Dumont, W. Synthesis 1990, 275. (b) van Oeveren, A.; Jansen, J. F. G. A.; Feringa, B. L. J. Org. Chem. 1994, 59, 5999 and references therein; c) Harcken, C.; Brückner, R. Angew. Chem., Int. Ed. Engl. 1997, 36, 2751.
    • (1990) Synthesis , pp. 275
    • Krief, A.1    Lecomte, Ph.2    Demounte, J.P.3    Dumont, W.4
  • 7
    • 0028127282 scopus 로고
    • and references therein
    • For representative examples, see: (a) Krief, A.; Lecomte, Ph.; Demounte, J. P.; Dumont, W. Synthesis 1990, 275. (b) van Oeveren, A.; Jansen, J. F. G. A.; Feringa, B. L. J. Org. Chem. 1994, 59, 5999 and references therein; c) Harcken, C.; Brückner, R. Angew. Chem., Int. Ed. Engl. 1997, 36, 2751.
    • (1994) J. Org. Chem. , vol.59 , pp. 5999
    • Van Oeveren, A.1    Jansen, J.F.G.A.2    Feringa, B.L.3
  • 8
    • 2442731455 scopus 로고    scopus 로고
    • For representative examples, see: (a) Krief, A.; Lecomte, Ph.; Demounte, J. P.; Dumont, W. Synthesis 1990, 275. (b) van Oeveren, A.; Jansen, J. F. G. A.; Feringa, B. L. J. Org. Chem. 1994, 59, 5999 and references therein; c) Harcken, C.; Brückner, R. Angew. Chem., Int. Ed. Engl. 1997, 36, 2751.
    • (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2751
    • Harcken, C.1    Brückner, R.2
  • 10
    • 0242475634 scopus 로고
    • Butenolide 6 is prepared by the reaction of furfural and singlet oxygen (Gollick, K.; Griesbeck, A. Tetrahedron 1985, 2059) followed by reaction of the product alcohol with di-tert-butyl dicarbonate.
    • (1985) Tetrahedron , pp. 2059
    • Gollick, K.1    Griesbeck, A.2
  • 12
    • 2442730764 scopus 로고    scopus 로고
    • note
    • The preparation of phenol 7d (3 steps from phloroglucinol) is detailed in the Supporting Information.
  • 13
    • 2442729991 scopus 로고
    • The tributyltinhydride/AIBN method failed to produce any of the desired tricyclic compound 10. (a) Sloan, C. P.; Cueras, J. C.; Quesnelle C.; Snieckus, V. Tetrahedron Lett. 1988, 20, 1685. (b) Hoffmann, H. M. R.; Scmidt, B.; Wolff, S. Tetrahedron 1989, 45, 6126. (c) Wolff, S.; Hoffman, H. M. R. Synlett 1998, 760.
    • (1988) Tetrahedron Lett. , vol.20 , pp. 1685
    • Sloan, C.P.1    Cueras, J.C.2    Quesnelle, C.3    Snieckus, V.4
  • 14
    • 2442725596 scopus 로고
    • The tributyltinhydride/AIBN method failed to produce any of the desired tricyclic compound 10. (a) Sloan, C. P.; Cueras, J. C.; Quesnelle C.; Snieckus, V. Tetrahedron Lett. 1988, 20, 1685. (b) Hoffmann, H. M. R.; Scmidt, B.; Wolff, S. Tetrahedron 1989, 45, 6126. (c) Wolff, S.; Hoffman, H. M. R. Synlett 1998, 760.
    • (1989) Tetrahedron , vol.45 , pp. 6126
    • Hoffmann, H.M.R.1    Scmidt, B.2    Wolff, S.3
  • 15
    • 2442732233 scopus 로고    scopus 로고
    • The tributyltinhydride/AIBN method failed to produce any of the desired tricyclic compound 10. (a) Sloan, C. P.; Cueras, J. C.; Quesnelle C.; Snieckus, V. Tetrahedron Lett. 1988, 20, 1685. (b) Hoffmann, H. M. R.; Scmidt, B.; Wolff, S. Tetrahedron 1989, 45, 6126. (c) Wolff, S.; Hoffman, H. M. R. Synlett 1998, 760.
    • (1998) Synlett , pp. 760
    • Wolff, S.1    Hoffman, H.M.R.2
  • 18
    • 0000209610 scopus 로고
    • 2): see: (a) Rapoport, H.; Civitello, E. H. J. Org. Chem. 1994, 59, 9, 3775. (b) Bando, T.; Shishido, K. Synlett 1997, 665.
    • (1994) J. Org. Chem. , vol.59 , Issue.9 , pp. 3775
    • Rapoport, H.1    Civitello, E.H.2
  • 19
    • 0242644067 scopus 로고    scopus 로고
    • 2): see: (a) Rapoport, H.; Civitello, E. H. J. Org. Chem. 1994, 59, 9, 3775. (b) Bando, T.; Shishido, K. Synlett 1997, 665.
    • (1997) Synlett , pp. 665
    • Bando, T.1    Shishido, K.2
  • 21


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.