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Volumn 53, Issue 13, 1997, Pages 4791-4814

Lithiated β-aminoalkyl sulfones as mono and dinucleophiles in the preparation of nitrogen heterocycles: Application to the synthesis of capsazepine

Author keywords

[No Author keywords available]

Indexed keywords

AZEPINE DERIVATIVE; CAPSAZEPINE; PIPERIDINE DERIVATIVE; PYRROLIDINE DERIVATIVE;

EID: 0030978514     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00163-4     Document Type: Article
Times cited : (41)

References (44)
  • 1
    • 0001453330 scopus 로고
    • and references cited therein
    • For the corresponding unsubstituted β-aminated organolithium compounds see for instance: Almena, J.; Foubelo, F.; Yus, M. J. Org. Chem. 1994, 59, 3210-3215 and references cited therein.
    • (1994) J. Org. Chem. , vol.59 , pp. 3210-3215
    • Almena, J.1    Foubelo, F.2    Yus, M.3
  • 20
    • 0000037873 scopus 로고    scopus 로고
    • For recent reviews about saturated nitrogen heterocycles see: (a) Harrison, T. Contemp. Org. Synth. 1996, 3, 259-275.
    • (1996) Contemp. Org. Synth. , vol.3 , pp. 259-275
    • Harrison, T.1
  • 24
    • 0028034612 scopus 로고
    • N-Benzyl-β-tosylethanamine has been recently prepared in a three steps synthesis starting from N-(2-bromoethyl)phthalimide: DiPietro, D.; Borzilieri, R. M.; Weinreb, S. M. J. Org. Chem. 1994, 59, 5856-5857.
    • (1994) J. Org. Chem. , vol.59 , pp. 5856-5857
    • DiPietro, D.1    Borzilieri, R.M.2    Weinreb, S.M.3
  • 26
    • 0001906940 scopus 로고
    • β-Tosylstyrene was prepared in 83% yield by in situ iodosulfonylation-dehydroiodination of styrene: Nájera, C.; Sansano, J. M.; Yus, M. J. Chem. Educ. 1995, 72, 664-665.
    • (1995) J. Chem. Educ. , vol.72 , pp. 664-665
    • Nájera, C.1    Sansano, J.M.2    Yus, M.3
  • 27
    • 84920294281 scopus 로고    scopus 로고
    • note
    • 2
  • 28
    • 84920294280 scopus 로고    scopus 로고
    • note
    • Molecular Mechanics calculations (Hyperchem from Hypercube) and PCModel for Windows (from Serena Software) showed also torsion angles and coupling constants for the more stable conformation in agreement with the observed coupling constants.
  • 29
    • 84920294279 scopus 로고    scopus 로고
    • note
    • Simple heating of 12ae to afford 16a failed.
  • 31
    • 84920294278 scopus 로고    scopus 로고
    • note
    • 11
  • 33
    • 84920294277 scopus 로고    scopus 로고
    • note
    • 11
  • 34
    • 84920294276 scopus 로고    scopus 로고
    • note
    • 16
  • 36
    • 0001321155 scopus 로고
    • These bicyclic lactams have been prepared by intramolecular cyclization of β-(3-piperidyl)propionic acid: (a) Hall, H. K. Jr.: Shaw, R. G.; Deutschmann, A. J. Org. Chem. 1980, 45, 3722-3724.
    • (1980) J. Org. Chem. , vol.45 , pp. 3722-3724
    • Hall H.K., Jr.1    Shaw, R.G.2    Deutschmann, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.