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Volumn , Issue 19, 2001, Pages 3631-3640

Synthetic application of sequential palladium-catalyzed allylic acetate alkylation and michael addition carbocyclization: Synthesis of (±)-dihydroerythramine

Author keywords

Alkaloids; Annulation; Michael additions; Nitrogen heterocycles

Indexed keywords

ACETIC ACID; ALLYL COMPOUND; DIHYDROERYTHRAMINE; HETEROCYCLIC AMINE; PALLADIUM; SULFOXIDE; UNCLASSIFIED DRUG;

EID: 0034800212     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200110)2001:19<3631::AID-EJOC3631>3.0.CO;2-8     Document Type: Article
Times cited : (19)

References (63)
  • 2
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    • (Ed.: G. A. Cordell), Academic Press, San Diego
    • [1b] Y. Tsuda, T. Sano, in: The Alkaloids (Ed.: G. A. Cordell), Academic Press, San Diego, 1996, vol. 48, p. 249-337.
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    • Tsuda, Y.1    Sano, T.2
  • 28
    • 33845281738 scopus 로고
    • For B ring formation starting from a C-5 spiro-isoquinoline system see: [8a] S. J. Danishefsky, J. S. Panek, J. Am. Chem. Soc. 1987, 109, 917-918.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 917-918
    • Danishefsky, S.J.1    Panek, J.S.2
  • 43
    • 0003133782 scopus 로고    scopus 로고
    • note
    • [14] gave an inseparable mixture of 1,2- and 1,4-reduced alcohols.
  • 55
    • 0003263271 scopus 로고    scopus 로고
    • note
    • Crystallographic data for the structure reported in this paper have been deposited at the Cambridge Crystallographic Data Centre as supplementary publication with deposition number CCDC-154481. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) + 44-1223/336-033; E-mail: deposit@ccdc.cam.ac.uk].
  • 57
    • 0000550405 scopus 로고
    • Although the mechanism is still under debate, the reduction of phenyl sulfoxide to phenyl thioether upon treatment with TFAA has been reported previously: K. Cardwell, B. Hewitt, P. Magnus, Tetrahedron Lett. 1987, 28, 3303-3306.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 3303-3306
    • Cardwell, K.1    Hewitt, B.2    Magnus, P.3
  • 59
    • 0029791302 scopus 로고    scopus 로고
    • The interception of a thionium ion intermediate by an adjacent amido carbonyl group has been reported previously: [30a] A. Padwa, C. O. Kappe, T. S. Reger, J. Org. Chem. 1996, 61, 6166-6174.
    • (1996) J. Org. Chem. , vol.61 , pp. 6166-6174
    • Padwa, A.1    Kappe, C.O.2    Reger, T.S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.