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Volumn 40, Issue 52, 1999, Pages 9189-9193

Synthesis of substituted pyrrolidines by sequential radical cyclization and N-acyliminium ion reactions

Author keywords

Cyclizations; N acyliminium ion reactions; Pyrrolidines; Radical reactions

Indexed keywords

BORANE DERIVATIVE; IMINE; PYRROLIDINE DERIVATIVE; PYRROLINE DERIVATIVE; SILANE DERIVATIVE; SUCCINIMIDE; TIN DERIVATIVE;

EID: 0033601399     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01971-1     Document Type: Article
Times cited : (13)

References (33)
  • 11
    • 0000315424 scopus 로고
    • Trost, B. M., Ed.; Pergamon Press: Oxford
    • (a) Curran, D. P. Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: Oxford, 1991; Vol. 4, 779-831.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 779-831
    • Curran, D.P.1
  • 15
    • 0024846380 scopus 로고
    • Hoffmann has used a similar strategy for the formation of free-radical precursors with NBS and alkenes, benzofurans and indoles, followed by Co(I)-promoted radical cyclization. See: (a) Last, K.; Hoffmann, H. M. R. Synthesis 1989, 901-905.
    • (1989) Synthesis , pp. 901-905
    • Last, K.1    Hoffmann, H.M.R.2
  • 17
    • 0000567931 scopus 로고
    • Free-radical annulation of dihydrofurans and dihydropyrans has also been achieved using an analogous approach. See: (a) Pezechk, M.; Bruneteire, A. P.; Lallemand, J. Y. Tetrahedron Lett. 1986, 27, 3715-3718.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 3715-3718
    • Pezechk, M.1    Bruneteire, A.P.2    Lallemand, J.Y.3
  • 22
    • 0009522363 scopus 로고    scopus 로고
    • 13C NMR and HRMS
    • 13C NMR and HRMS.
  • 25
    • 0009550750 scopus 로고    scopus 로고
    • note
    • +), requires: 259.1208. Found: 259.1195.
  • 30
    • 0009521853 scopus 로고    scopus 로고
    • note
    • 8 was used).
  • 32
    • 0000188393 scopus 로고
    • Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.
    • For a recent review of N-acyliminium ion chemistry, see: de Koning, H.; Speckamp, W. N. In Houben-Weyl, Stereoselective Synthesis; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds.; 1995; Vol. E21, pp. 1953-2009.
    • (1995) Houben-Weyl, Stereoselective Synthesis , vol.E21 , pp. 1953-2009
    • De Koning, H.1    Speckamp, W.N.2
  • 33
    • 0025329854 scopus 로고
    • The observed preference for the cis product is consistent with similar additions to N-acyl iminium ions: Thaning, M.; Wistrand, L.-G. J. Org. Chem. 1990, 55, 1406-1408.
    • (1990) J. Org. Chem. , vol.55 , pp. 1406-1408
    • Thaning, M.1    Wistrand, L.-G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.