메뉴 건너뛰기




Volumn 64, Issue 49, 2008, Pages 11335-11348

New pyridine N-oxides as chiral organocatalysts in the asymmetric allylation of aromatic aldehydes

Author keywords

Allylsilane; Asymmetric catalysis; Enantioselective allylation; Organocatalysis; Pyridine N oxides

Indexed keywords

1 (2 BENZO[H]QUINOLIN 2 YL 2 OXO ETHYL) PYRIDINIUM IODIDE; 1 (2 METHOXY NAPHTHALEN 1 YL) 3 METHYL 5,6,7,8 TETRAHYDROISOQUINOLINE 2 OXIDE; 1 (2 METHOXY NAPHTHALEN 1 YL0 3 PHENYL 5,6,7,8 TETRAHYDROISOQUINOLINE 2 OXIDE; 1 (2 OXO 2 QUINOLIN 2 YL ETHYL) PYRIDINIUM IODIDE; 1 ACETYL 6 PHENYLPYRIDINE; 1 [2 OXO 2 (6 PHENYL PYRIDIN 2 YL) ETHYL] PYRIDINIUM IODIDE; 1 {2 OXO 2 [3' (2'' PYRIDINYL)PHENYL]ETHYL}PYRIDINIUM IODIDE; 10,10 DIMETHYL 4 (QUINOLIN 2 YL) 3 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2,4,6 TRIENE; 10,10 DIMETHYL 4 (QUINOLIN 2 YL) 3 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2,4,6 TRIENE N,N' DIOXIDE; 10,10 DIMETHYL 5 (2' BENZO[H]QUINOLINYL) 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7) 3,5 TRIENE N,N' DIOXIDE; 10,10 DIMETHYL 5 (2' BENZO[H]QUINOLINYL) 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE; 10,10 DIMETHYL 5 [3' (PYRIDIN 2' YL)PHENYL] 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE N,N DIOXIDE; 10,10 DIMETHYL 5 [3' (PYRIDIN 2'' YL)PHENYL] 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE; 10,10 DIMETHYL 8 ISOPROPYL 5 (3' PHENYL PHENYL) 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE N,N' DIOXIDE; 10,10 DIMETHYL 8 ISOPROPYL 5 (3' PHENYLPHENYL) 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE; 10,10 DIMETHYL 8 ISOPROPYL 5 [3' (PYRIDIN 2'' YL)PHENYL] 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE; 10,10 DIMETHYL 8 ISOPROPYL 5 [3' (PYRIDIN 2'' YL)PHENYL] 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(70,3,5 TRIENE N,N' DIOXIDE; 2 ACETYL 1 BENZO[H]QUINOLINE; 2 ACETYLQUINOLINE; 3 FUR 2 YL 1 (2 METHOXY NAPHTHALEN 1 YL) 5,6,7,8 TETRAHYDROISOQUINOLINE 2 OXIDE; 3,3' DIPHENYL [1,1'] BIISOQUINOLINYL N,N' DIOXIDE; 8 BUTYL 10,10 DIMETHYL 5 (3' PHENYL PHENYL) 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE; 8 BUTYL 10,10 DIMETHYL 5 (3' PHENYL PHENYL) 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE N,N' DIOXIDE; 8,10,10 TRIMETHYL 5 (3' PHENYL PHENYL) 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE; 8,10,10 TRIMETHYL 5 (3' PHENYL PHENYL) 6 AZA TRICYCLO[7.1.10 2,7]UNDECA 2(7) 3,5 TRIENE N,N' DIOXIDE; 8,10,10 TRIMETHYL 8 ISOPROPYL 5 [3' (PYRIDIN 2'' YL)PHENYL] 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA 2(7),3,5 TRIENE N,N' DIOXIDE; 8,10,10 TRIMETHYL 8 ISOPROPYL 5 [3' 9PYRIDIN 2'' YL)PHENYL] 6 AZA TRICYCLO[7.1.1.0 2,7]UNDECA2(7),3,5 TRIENE; ALDEHYDE DERIVATIVE; BENZO[H]QUINOLINE 2 CARBOXYLIC ACID; PYRIDINE 1 OXIDE; UNCLASSIFIED DRUG;

EID: 84970978663     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.08.084     Document Type: Article
Times cited : (83)

References (76)
  • 1
    • 84891036468 scopus 로고    scopus 로고
    • Chiral Lewis Bases as Catalysts
    • Dalko P.I. (Ed), Wiley-VCH, Weinheim
    • Kočovský P., and Malkov A.V. Chiral Lewis Bases as Catalysts. In: Dalko P.I. (Ed). Enantioselective Organocatalysis (2007), Wiley-VCH, Weinheim 255
    • (2007) Enantioselective Organocatalysis , pp. 255
    • Kočovský, P.1    Malkov, A.V.2
  • 24
    • 84978041933 scopus 로고    scopus 로고
    • For other N-oxides, see the following:
    • For other N-oxides, see the following:
  • 33
    • 85190280711 scopus 로고
    • For a review on Kröhnke annulation, see the following:
    • Kröhnke F. Chem. Ber. 70 (1937) 864 For a review on Kröhnke annulation, see the following:
    • (1937) Chem. Ber. , vol.70 , pp. 864
    • Kröhnke, F.1
  • 35
    • 84978162385 scopus 로고    scopus 로고
    • For recent overviews of the Kröhnke application in the synthesis of terpenoid pyridine derivatives, the following:
    • For recent overviews of the Kröhnke application in the synthesis of terpenoid pyridine derivatives, the following:
  • 41
    • 84978086230 scopus 로고    scopus 로고
    • note
    • 13,18
  • 44
    • 84978124612 scopus 로고    scopus 로고
    • For the method, see:
    • For the method, see:
  • 50
    • 84978164966 scopus 로고    scopus 로고
    • For nitrile 35, see:
    • For nitrile 35, see:
  • 51
    • 84985275588 scopus 로고
    • For the method of acid-mediated hydrolysis, see:
    • Colonna M., and Fatutta S. Gazz. Chim. Ital. 83 (1953) 622 For the method of acid-mediated hydrolysis, see:
    • (1953) Gazz. Chim. Ital. , vol.83 , pp. 622
    • Colonna, M.1    Fatutta, S.2
  • 57
    • 84978171268 scopus 로고    scopus 로고
    • Gutnov, A.; Heller, B.; Hapke, M. in preparation.
    • Gutnov, A.; Heller, B.; Hapke, M. in preparation.
  • 61
    • 84978038014 scopus 로고    scopus 로고
    • For the method of α-chloropyridine dimerization, see Refs. 8 and 13 and the following:
    • For the method of α-chloropyridine dimerization, see Refs. 8 and 13 and the following:
  • 65
    • 0012534767 scopus 로고    scopus 로고
    • For an inspiration, see: a different approach to 46, in which we attempted to dimerize 1,3-dichloroisoquinoline (coupling at the more reactive 1-position), followed by the Suzuki-type phenylation of the 3,3′-dichloro groups, was unsuccessful owing to the polymerization of the starting material in the first step.
    • For an inspiration, see: a different approach to 46, in which we attempted to dimerize 1,3-dichloroisoquinoline (coupling at the more reactive 1-position), followed by the Suzuki-type phenylation of the 3,3′-dichloro groups, was unsuccessful owing to the polymerization of the starting material in the first step. Ford A., Sinn E., and Woodward S. J. Chem. Soc., Perkin Trans. 1 (1997) 927
    • (1997) J. Chem. Soc., Perkin Trans. 1 , pp. 927
    • Ford, A.1    Sinn, E.2    Woodward, S.3
  • 74
    • 84978086240 scopus 로고    scopus 로고
    • note
    • 10b
  • 75
    • 84978037979 scopus 로고    scopus 로고
    • note
    • 4a


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.