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Volumn , Issue 14, 2003, Pages 2129-2130

An Efficient Synthesis of (1R,4S)-1-Methyl-8-methoxy-3-(4-toluenesulfonyl)- 2,3,4,5-tetrahydro-1,4-methano-3-benzazepine. A Formal Synthesis of (-)-Aphanorphine

Author keywords

Aphanorphine; Benzazepine; Friedel Crafts alkylation; Marine alkaloid; Synthesis

Indexed keywords

1 METHYL 8 METHOXY 3 (4 TOLUENESULFONYL) 2,3,4,5 TETRAHYDRO 1,4 METHANO 3 BENZAZEPINE; ALKALOID DERIVATIVE; APHANORPHINE; BENZAZEPINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0242491608     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-42102     Document Type: Article
Times cited : (28)

References (28)
  • 22
    • 0032578672 scopus 로고    scopus 로고
    • For the preparation of compound 5, see: (a) Han, G.; LaPorte, M. G.; Folmer, J. J.; Werner, K. M.; Weinreb, S. M. J. Org. Chem. 2000, 65, 6293. (b) Westwood, N. B.; Walker, R. T. Tetrahedron 1998, 54, 13391.
    • (1998) Tetrahedron , vol.54 , pp. 13391
    • Westwood, N.B.1    Walker, R.T.2
  • 25
    • 0001310463 scopus 로고
    • For reduction with triethylsilane, see: (a) Orfanopoulos, M.; Smonou, I. Synth. Commun. 1988, 18, 833. (b) Smonou, I.; Orfanopoulos, M. Tetrahedron Lett. 1988, 29, 5793.
    • (1988) Synth. Commun. , vol.18 , pp. 833
    • Orfanopoulos, M.1    Smonou, I.2
  • 26
    • 0039452136 scopus 로고
    • For reduction with triethylsilane, see: (a) Orfanopoulos, M.; Smonou, I. Synth. Commun. 1988, 18, 833. (b) Smonou, I.; Orfanopoulos, M. Tetrahedron Lett. 1988, 29, 5793.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 5793
    • Smonou, I.1    Orfanopoulos, M.2
  • 27
    • 0032524798 scopus 로고    scopus 로고
    • For methylation of similar pyrrolidinones, see: (a) Blanco, M.-J.; Sardina, F. J. J. Org. Chem. 1998, 63, 3411. (b) Moulines, J.; Bats, J.-P.; Hautefaye, P.; Nuhrich, A.; Lamidey, A.-M. Tetrahedron Lett. 1993, 34, 2315.
    • (1998) J. Org. Chem. , vol.63 , pp. 3411
    • Blanco, M.-J.1    Sardina, F.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.