메뉴 건너뛰기




Volumn 62, Issue 24, 1997, Pages 8276-8277

New alkylidenecyclopropane amino acid derivatives for an efficient construction of the 6H-pyrrolo[3,4-b]pyridine skeleton

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLIDENECYCLOPROPANE AMINO ACID; AMINO ACID DERIVATIVE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0031470173     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9709615     Document Type: Article
Times cited : (38)

References (38)
  • 1
    • 0002058336 scopus 로고
    • Cyclopropenes and Methylenecyclopropanes as Multifunctional Reagents in Transition Metal Catalyzed Reactions
    • For a review see: Binger, P.; Büch, H. M. Cyclopropenes and Methylenecyclopropanes as Multifunctional Reagents in Transition Metal Catalyzed Reactions. Top. Curr. Chem. 1987, 135, 77-151.
    • (1987) Top. Curr. Chem. , vol.135 , pp. 77-151
    • Binger, P.1    Büch, H.M.2
  • 2
    • 0002457317 scopus 로고    scopus 로고
    • Cycloadditions onto Methylene- And Alkylidenecyclopropane Derivatives Top
    • For a review see: Goti, A.; Cordero, F. M.; Brandi, A. Cycloadditions onto Methylene- and Alkylidenecyclopropane Derivatives Top. Curr. Chem. 1996, 178, 1-97.
    • (1996) Curr. Chem. , vol.178 , pp. 1-97
    • Goti, A.1    Cordero, F.M.2    Brandi, A.3
  • 4
    • 0001580272 scopus 로고
    • Fournet, G.; Balme, G.; Gore, J. Tetrahedron 1988, 44, 5809-5820. Fournet, G.; Balme, G.; Barieux, J. J.; Gore, J. Tetrahedron 1988, 44, 5821-5832.
    • (1988) Tetrahedron , vol.44 , pp. 5809-5820
    • Fournet, G.1    Balme, G.2    Gore, J.3
  • 6
    • 37049077432 scopus 로고
    • Lewis, R. T.; Motherwell, W. B.; Shipman, M. J. Chem. Soc., Chem. Commun. 1988, 948-950. Bapuji, S. A.; Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1989, 30, 7107-7170. Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1991, 32, 1103-1106. Yamago, S.; Nakamura, E. Tetrahedron 1989, 45, 3081-3088.
    • (1988) J. Chem. Soc., Chem. Commun. , pp. 948-950
    • Lewis, R.T.1    Motherwell, W.B.2    Shipman, M.3
  • 7
    • 0024826463 scopus 로고
    • Lewis, R. T.; Motherwell, W. B.; Shipman, M. J. Chem. Soc., Chem. Commun. 1988, 948-950. Bapuji, S. A.; Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1989, 30, 7107-7170. Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1991, 32, 1103-1106. Yamago, S.; Nakamura, E. Tetrahedron 1989, 45, 3081-3088.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 7107-7170
    • Bapuji, S.A.1    Motherwell, W.B.2    Shipman, M.3
  • 8
    • 0026099312 scopus 로고
    • Lewis, R. T.; Motherwell, W. B.; Shipman, M. J. Chem. Soc., Chem. Commun. 1988, 948-950. Bapuji, S. A.; Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1989, 30, 7107-7170. Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1991, 32, 1103-1106. Yamago, S.; Nakamura, E. Tetrahedron 1989, 45, 3081-3088.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 1103-1106
    • Motherwell, W.B.1    Shipman, M.2
  • 9
    • 33748979217 scopus 로고
    • Lewis, R. T.; Motherwell, W. B.; Shipman, M. J. Chem. Soc., Chem. Commun. 1988, 948-950. Bapuji, S. A.; Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1989, 30, 7107-7170. Motherwell, W. B.; Shipman, M. Tetrahedron Lett. 1991, 32, 1103-1106. Yamago, S.; Nakamura, E. Tetrahedron 1989, 45, 3081-3088.
    • (1989) Tetrahedron , vol.45 , pp. 3081-3088
    • Yamago, S.1    Nakamura, E.2
  • 13
    • 0028878892 scopus 로고
    • Brandi, A.; Cordero, F. M.; De Sarlo, F.; Goti, A.; Guarna, A. Synlett 1993, 1-8. Cordero, F. M.; Brandi, A. Tetrahedron Lett. 1995, 36, 1343-1346.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 1343-1346
    • Cordero, F.M.1    Brandi, A.2
  • 14
    • 0001913693 scopus 로고
    • Salaün, J.; Champion, J.; Conia, J. M. Org. Synth, 1977, 57, 36-40. Salaün, J. Rearrangements involving the cyclopropyl group. In The Chemistry of the Cyclopropyl Group; Rappoport, Z., Ed.; Wiley: New York, 1987; pp 809-878.
    • (1977) Org. Synth , vol.57 , pp. 36-40
    • Salaün, J.1    Champion, J.2    Conia, J.M.3
  • 15
    • 0002205458 scopus 로고
    • Rearrangements involving the cyclopropyl group
    • Rappoport, Z., Ed.; Wiley: New York
    • Salaün, J.; Champion, J.; Conia, J. M. Org. Synth, 1977, 57, 36-40. Salaün, J. Rearrangements involving the cyclopropyl group. In The Chemistry of the Cyclopropyl Group; Rappoport, Z., Ed.; Wiley: New York, 1987; pp 809-878.
    • (1987) The Chemistry of the Cyclopropyl Group , pp. 809-878
    • Salaün, J.1
  • 24
    • 0000484948 scopus 로고
    • Salaün, J.; Marguerite, J. Org. Synth. 1984, 63, 147-153. Fadel, A.; Canet, J. L.; Salaün, J. Synlett 1990, 89-91. Salaün, J. Chem. Rev. 1983, 83, 619-632.
    • (1984) Org. Synth. , vol.63 , pp. 147-153
    • Salaün, J.1    Marguerite, J.2
  • 25
    • 85054310185 scopus 로고
    • Salaün, J.; Marguerite, J. Org. Synth. 1984, 63, 147-153. Fadel, A.; Canet, J. L.; Salaün, J. Synlett 1990, 89-91. Salaün, J. Chem. Rev. 1983, 83, 619-632.
    • (1990) Synlett , pp. 89-91
    • Fadel, A.1    Canet, J.L.2    Salaün, J.3
  • 26
    • 33845552277 scopus 로고
    • Salaün, J.; Marguerite, J. Org. Synth. 1984, 63, 147-153. Fadel, A.; Canet, J. L.; Salaün, J. Synlett 1990, 89-91. Salaün, J. Chem. Rev. 1983, 83, 619-632.
    • (1983) Chem. Rev. , vol.83 , pp. 619-632
    • Salaün, J.1
  • 27
    • 15144348017 scopus 로고    scopus 로고
    • note
    • Amino acid esters (S)-5b,c were obtained with 98% enantiomeric excesses when 1 equiv of NaH was used, but use of more than 1 equiv of base caused their racemization.
  • 33
    • 15144341686 scopus 로고    scopus 로고
    • note
    • 6′a were constrained to 3 Å.
  • 35
    • 15144346889 scopus 로고    scopus 로고
    • No interconversion was observed between 8b,c and 8′b,c respectively, during the radical rearrangement step
    • No interconversion was observed between 8b,c and 8′b,c respectively, during the radical rearrangement step.
  • 36
    • 15144351144 scopus 로고    scopus 로고
    • Unpublished results. Private communication from Dr. J. F. Peyronel (Medicinal Chemistry Department, Rhone-Poulenc Rohrer Central Research, France)
    • Unpublished results. Private communication from Dr. J. F. Peyronel (Medicinal Chemistry Department, Rhone-Poulenc Rohrer Central Research, France).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.