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Volumn , Issue 22, 2006, Pages 3805-3808

Asymmetric syntheses of 3,4-substituted tetrahydroquinoline derivatives by (-)-sparteine-mediated dynamic thermodynamic resolution of 2-(α- lithiobenzyl)-N-pivaloylaniline

Author keywords

Alkylations; Asymmetric synthesis; Enantiomeric resolution; Quinolines; Stereoselective synthesis

Indexed keywords

REACTION KINETICS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL); THERMODYNAMICS;

EID: 33845336096     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-950299     Document Type: Article
Times cited : (24)

References (20)
  • 10
    • 24044457921 scopus 로고    scopus 로고
    • The absolute configuration of 6 was assigned, after its conversion into 7, by comparison of its optical rotation with that of an authentic compound, in the following literature: (a) Paquin, J.-F.; Stephenson, C. R. J.; Defieber, C.; Carreira, E. M. Org. Lett. 2005, 7, 3821.
    • (2005) Org. Lett. , vol.7 , pp. 3821
    • Paquin, J.-F.1    Stephenson, C.R.J.2    Defieber, C.3    Carreira, E.M.4
  • 12
    • 33845335928 scopus 로고    scopus 로고
    • note
    • Reaction of 2-(1-lithioethyl)-N-pivaloylaniline with tert-butyl bromoacetate under the same reaction conditions gave the substituted product in lower enantioselectivity (84:16 er) and yield (22%).
  • 19
    • 33845324950 scopus 로고
    • The relative configuration of trans-11 was assigned by comparison of its NMR data with that of an authentic compound, in the following literature: (a) Beifuss, U.; Ledderhose, S. J. Chem. Soc., Chem. Commun. 1995, 2135.
    • (1995) J. Chem. Soc., Chem. Commun. , pp. 2135
    • Beifuss, U.1    Ledderhose, S.2
  • 20
    • 0028875774 scopus 로고
    • (b) Katritzky, A. R.; Rachwal, B.; Rachwal, S. J. Org. Chem. 1995, 60, 7631. The relative configurations of 9, 10, 12, and 13 were assigned by analogy to the formation of trans-11.
    • (1995) J. Org. Chem. , vol.60 , pp. 7631
    • Katritzky, A.R.1    Rachwal, B.2    Rachwal, S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.