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Volumn 69, Issue 9, 2004, Pages 3144-3149

Asymmetric Total Syntheses of (-)-Antofine and (-)-Cryptopleurine Using (R)-(E)-4-(Tributylstannyl)but-3-en-2-ol

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; MATHEMATICAL MODELS; REACTION KINETICS; STEREOCHEMISTRY;

EID: 2142711603     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo049820a     Document Type: Article
Times cited : (89)

References (34)
  • 4
    • 0035210509 scopus 로고    scopus 로고
    • For a good review with citations, see: (a) Li, Z.; Jin, Z.; Huang, R. Synthesis 2001, 2365-2378.
    • (2001) Synthesis , pp. 2365-2378
    • Li, Z.1    Jin, Z.2    Huang, R.3
  • 5
    • 0000075617 scopus 로고
    • Rodrigo, R. G. A., Ed.; Academic Press: New York
    • (b) Bick, I. R. C.; Sinchai, W. In The Alkaloids; Rodrigo, R. G. A., Ed. ; Academic Press: New York, 1981; Vol. 19, pp 193-220.
    • (1981) The Alkaloids , vol.19 , pp. 193-220
    • Bick, I.R.C.1    Sinchai, W.2
  • 12
    • 0028329356 scopus 로고
    • For the Pd-catalyzed couplings of vinylstannane and benzyl bromide, see: Crisp, G. T.; Glink, P. T. Tetrahedron 1994, 50, 3213-3234.
    • (1994) Tetrahedron , vol.50 , pp. 3213-3234
    • Crisp, G.T.1    Glink, P.T.2
  • 14
    • 2142676466 scopus 로고    scopus 로고
    • note
    • 3, THF, 60 °C.
  • 15
    • 0141925985 scopus 로고    scopus 로고
    • For a good review about the application of the ring-closing metathesis reaction to the synthesis of piperidine and pyrrolidine, see: Felpin, F.-X.; Lebreton, J. Eur. J. Org. Chem. 2003, 3693-3712.
    • (2003) Eur. J. Org. Chem. , pp. 3693-3712
    • Felpin, F.-X.1    Lebreton, J.2
  • 27
    • 2142851132 scopus 로고    scopus 로고
    • note
    • Employment of the first-generation Grubbs' catalyst in the same reaction conditions did not provide the desired heterodimers 19.
  • 29
    • 0037050473 scopus 로고    scopus 로고
    • For a precedent about selective cross-metathesis of internal olefins with homodimer, see: Morgan, J. P.; Morrill, C.; Grubbs, R. H. Org. Lett. 2002, 4, 67-70.
    • (2002) Org. Lett. , vol.4 , pp. 67-70
    • Morgan, J.P.1    Morrill, C.2    Grubbs, R.H.3
  • 32
    • 84970602026 scopus 로고
    • Optical rotation values of natural cryptopleurine range from -96.7 to -106°. See: (a) Gellert, E.; Riggs, N. V. Aust. J. Chem. 1954, 7, 113-114.
    • (1954) Aust. J. Chem. , vol.7 , pp. 113-114
    • Gellert, E.1    Riggs, N.V.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.