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Volumn 72, Issue 15, 2007, Pages 5608-5617

Intramolecular conjugate displacement: A general route to hexahydroquinolizines, hexahydroindolizines, and related [m,n,0]-bicyclic structures with nitrogen at a bridgehead

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ALDEHYDE; BICYCLIC STRUCTURES; MORITA-BAYLIS-HILLMAN REACTION;

EID: 34547105278     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo070664s     Document Type: Article
Times cited : (60)

References (76)
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    • (a) For a mechanistically related (and earlier) approach to the halichlorine system, see: Christie, H. S.; Heathcock, C. H. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 12079-12084.
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    • Racemic ester 40 has been reported: Baldwin, J. J, McDonald, E, Moriarty, K. J, Sarko, C. R, Machinaga, N, Nakayama, A, Chiba, J, Iimura, S, Yoneda, Y. PCT Int. Appl. WO 2001000206 A1, 2001
    • (a) Racemic ester 40 has been reported: Baldwin, J. J.; McDonald, E.; Moriarty, K. J.; Sarko, C. R.; Machinaga, N.; Nakayama, A.; Chiba, J.; Iimura, S.; Yoneda, Y. PCT Int. Appl. WO 2001000206 A1, 2001.
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    • Cf.: Bode, M. L.; Kaye, P. T. J. Chem. Soc., Perkin Trans. 1 1993, 1809-1813.
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    • N2′ displacement (analogous to 5 → 6) to form macrocycles, see: Bauchat, P.; Le Bras, N.; Rigal, L.; Foucaud, A. Tetrahedron 1994, 50, 7815-7826.
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    • (e) For synthons related to the acetates of MBH alcohols, see, for example: (i) Brocchini, S. J.; Eberle, M.; Lawton, R. G. J. Am. Chem. Soc. 1988, 110, 5211-5212 and references therein,
  • 39
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    • For examples of closure onto an ester: (a) Basavaiah, D.; Reddy, R. M.; Kumaragurubaran, N.; Sharada, D. S. Tetrahedron 2002, 58, 3693-3697.
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    • Corresponding ethyl ester: Lebarillier, L.; Outurquin, F.; Paulmier, C. Tetrahedron 2000, 56, 7483-7493.
    • Corresponding ethyl ester: Lebarillier, L.; Outurquin, F.; Paulmier, C. Tetrahedron 2000, 56, 7483-7493.
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    • Cf.: Holmes, A. B.; Nadin, A.; O'Hanlon, P. J.; Pearson, N. D. Tetrahedron: Asymmetry 1992, 3, 1289-1302.
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  • 64
  • 66
    • 0035952979 scopus 로고    scopus 로고
    • 23.5D -4.02 (c 2.12, EtOH).
    • 23.5D -4.02 (c 2.12, EtOH).
  • 67
    • 0035968411 scopus 로고    scopus 로고
    • 25D -10.1 (c 1.88, EtOH).
    • 25D -10.1 (c 1.88, EtOH).
  • 68
    • 0042865048 scopus 로고    scopus 로고
    • 23D -10.1 (c 1.8, EtOH).
    • 23D -10.1 (c 1.8, EtOH).
  • 69
    • 0025168551 scopus 로고    scopus 로고
    • 27D -10.8 (c 1.76, EtOH).
    • 27D -10.8 (c 1.76, EtOH).
  • 70
    • 0033588329 scopus 로고    scopus 로고
    • 26D -10.8 (c 1.76 EtOH).
    • 26D -10.8 (c 1.76 EtOH).
  • 71
    • 0001156020 scopus 로고    scopus 로고
    • 23D -7.9 (c 0.15, EtOH).
    • 23D -7.9 (c 0.15, EtOH).
  • 72
    • 33749089348 scopus 로고    scopus 로고
    • 22D -7.9 (c 0.15, EtOH).
    • 22D -7.9 (c 0.15, EtOH).
  • 73
    • 0012862243 scopus 로고    scopus 로고
    • 23D -10.2 (c 1.76, EtOH).
    • 23D -10.2 (c 1.76, EtOH).
  • 74
    • 0002475948 scopus 로고    scopus 로고
    • 25D -20.5 (c 0.98, EtOH).
    • 25D -20.5 (c 0.98, EtOH).
  • 75
    • 0033794226 scopus 로고    scopus 로고
    • 25D -20.5 (c 0.98, EtOH).
    • 25D -20.5 (c 0.98, EtOH).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.