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Volumn 19, Issue 18, 2008, Pages 2130-2134

Fischer indolization of octahydroindol-6-one derivatives revisited: diastereoisomerization and racemization processes

Author keywords

[No Author keywords available]

Indexed keywords

CARBAZOLE DERIVATIVE; ESTER DERIVATIVE; INDOLE DERIVATIVE;

EID: 53649098425     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.09.009     Document Type: Article
Times cited : (2)

References (35)
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    • For seminal work in this field, see:
    • For seminal work in this field, see:. Ban Y., and Iijima I. Tetrahedron Lett. (1969) 2523-2525
    • (1969) Tetrahedron Lett. , pp. 2523-2525
    • Ban, Y.1    Iijima, I.2
  • 20
    • 0021030718 scopus 로고
    • For previous syntheses of racemic octahydropyrrolo[3,2-c]carbazoles, see:
    • For previous syntheses of racemic octahydropyrrolo[3,2-c]carbazoles, see:. Magnus P.D., Exon C., and Sear N.L. Tetrahedron 39 (1983) 3725-3729
    • (1983) Tetrahedron , vol.39 , pp. 3725-3729
    • Magnus, P.D.1    Exon, C.2    Sear, N.L.3
  • 23
    • 53649109425 scopus 로고    scopus 로고
    • Apart from our studies (Ref. 4 and 8), only an incidental reference was found with regards to octahydropyrrolo[2,3-b]carbazoles:
    • Apart from our studies (Ref. 4 and 8), only an incidental reference was found with regards to octahydropyrrolo[2,3-b]carbazoles:. Bennasar M.-L., Zulaica E., Ramírez A., and Bosch J. Tetrahedron 55 (1999) 3128-3317
    • (1999) Tetrahedron , vol.55 , pp. 3128-3317
    • Bennasar, M.-L.1    Zulaica, E.2    Ramírez, A.3    Bosch, J.4
  • 27
    • 0000970335 scopus 로고
    • The epimerization of N-unsubstituted proline derivatives has been reported using acetic acid and acetic anhydride:
    • The epimerization of N-unsubstituted proline derivatives has been reported using acetic acid and acetic anhydride:. Robinson D.S., and Greenstein J.P. J. Biol. Chem. (1952) 383-388
    • (1952) J. Biol. Chem. , pp. 383-388
    • Robinson, D.S.1    Greenstein, J.P.2
  • 29
    • 0000630624 scopus 로고
    • For a brief comment about the possibility of epimerization of an α-amino ester at reflux in glacial acetic acid by formation of a mixed anhydride, see:
    • For a brief comment about the possibility of epimerization of an α-amino ester at reflux in glacial acetic acid by formation of a mixed anhydride, see:. Johansen J.E., Christie B.D., and Rapoport H. J. Org. Chem. 46 (1981) 4914-4920
    • (1981) J. Org. Chem. , vol.46 , pp. 4914-4920
    • Johansen, J.E.1    Christie, B.D.2    Rapoport, H.3
  • 31
    • 4243241249 scopus 로고
    • For other epimerizations reported in 2-(α-aminomethyl)indole derivatives, see:
    • For other epimerizations reported in 2-(α-aminomethyl)indole derivatives, see:. Cox E.D., and Cook J.M. Chem. Rev. 95 (1995) 1797-1842
    • (1995) Chem. Rev. , vol.95 , pp. 1797-1842
    • Cox, E.D.1    Cook, J.M.2
  • 34
    • 0038345087 scopus 로고    scopus 로고
    • For detailed NMR studies on octahydroindole-2-carboxylic acid derivatives, see Ref. 9. See also:
    • For detailed NMR studies on octahydroindole-2-carboxylic acid derivatives, see Ref. 9. See also:. Valls N., Vallribera M., Carmeli S., and Bonjoch J. Org. Lett. 5 (2003) 447-450
    • (2003) Org. Lett. , vol.5 , pp. 447-450
    • Valls, N.1    Vallribera, M.2    Carmeli, S.3    Bonjoch, J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.