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Volumn 61, Issue 14, 1996, Pages 4594-4599

Imino Diels-Alder-based construction of a piperidine a-ring unit for total synthesis of the marine hepatotoxin cylindrospermopsin

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EID: 0001494124     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960035a     Document Type: Article
Times cited : (57)

References (27)
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    • Ohtani, I.; Moore, R. E.; Runnegar, M. T. C. J. Am. Chem. Soc. 1992, 114, 7941. Moore, R. E.; Ohtani, I.; Moore, B. S.; DeKoning, C. B.; Yoshida, W. Y.; Runnegar, M. T. C.; Carmichael, W. W. Gazz. Chim. Ital. 1993, 123, 329.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 7941
    • Ohtani, I.1    Moore, R.E.2    Runnegar, M.T.C.3
  • 9
    • 0000792718 scopus 로고
    • For a review of N-sulfinyl dienophile Diels-Alder methodology, see: Weinreb, S. M. Acc. Chem. Res. 1988, 21, 313.
    • (1988) Acc. Chem. Res. , vol.21 , pp. 313
    • Weinreb, S.M.1
  • 10
    • 0003719612 scopus 로고
    • Academic Press: San Diego, Chap. 2
    • For reviews of imino Diels-Alder reactions, see: Boger, D. L.; Weinreb, S. M. Hetero Diels - Alder Methodology in Organic Synthesis; Academic Press: San Diego, 1987; Chap. 2. Weinreb, S. M. Heterodienophile Additions to Dienes. in Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, p 401.
    • (1987) Hetero Diels - Alder Methodology in Organic Synthesis
    • Boger, D.L.1    Weinreb, S.M.2
  • 11
    • 0000730407 scopus 로고
    • Heterodienophile Additions to Dienes
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
    • For reviews of imino Diels-Alder reactions, see: Boger, D. L.; Weinreb, S. M. Hetero Diels - Alder Methodology in Organic Synthesis; Academic Press: San Diego, 1987; Chap. 2. Weinreb, S. M. Heterodienophile Additions to Dienes. in Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, p 401.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 401
    • Weinreb, S.M.1
  • 13
    • 85023839677 scopus 로고
    • Hamley, P.; Holmes, A. B.; Kee, A.; Ladduwahetty, T.; Smith, D. F. Synlett 1991, 29. See also: Weinreb, S. M.; Herr, R. J. Butyl N-(p-Toluenesulfonyl)iminoacetate. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; Wiley: Chichester, U.K., 1995.
    • (1991) Synlett , pp. 29
    • Hamley, P.1    Holmes, A.B.2    Kee, A.3    Ladduwahetty, T.4    Smith, D.F.5
  • 14
    • 3343026382 scopus 로고
    • Butyl N-(p-Toluenesulfonyl)iminoacetate
    • Paquette, L. A., Ed.; Wiley: Chichester, U.K.
    • Hamley, P.; Holmes, A. B.; Kee, A.; Ladduwahetty, T.; Smith, D. F. Synlett 1991, 29. See also: Weinreb, S. M.; Herr, R. J. Butyl N-(p-Toluenesulfonyl)iminoacetate. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; Wiley: Chichester, U.K., 1995.
    • (1995) Encyclopedia of Reagents for Organic Synthesis
    • Weinreb, S.M.1    Herr, R.J.2
  • 21
    • 0027522894 scopus 로고
    • McFarlane, A. K.; Thomas, G.; Whiting, A. Tetrahedron Lett. 1993, 34, 2379. These authors postulate (but do not prove) that similar cycloaddition reactions with Danishefsky's diene and glyoxylate-derived N-sulfonylimines proceed to form products resulting from an exocarboxylate transition state.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 2379
    • McFarlane, A.K.1    Thomas, G.2    Whiting, A.3
  • 23
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    • note
    • The authors have deposited X-ray data with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.
  • 27
    • 0002979638 scopus 로고
    • Reduction of Cyclic and Bicyclic Ketones by Complex Metal Hydrides
    • Allinger, N. L., Eliel, E. L., Eds.; Wiley: New York
    • For a general review of the stereochemistry of cyclohexanone reductions, see: Boone, J. R.; Ashby, E. C. Reduction of Cyclic and Bicyclic Ketones by Complex Metal Hydrides. In Topics in Stereochemistry; Allinger, N. L., Eliel, E. L., Eds.; Wiley: New York, 1979; Vol. 11, p 53.
    • (1979) Topics in Stereochemistry , vol.11 , pp. 53
    • Boone, J.R.1    Ashby, E.C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.