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Volumn 132, Issue 41, 2010, Pages 14338-14339

Synthesis of the lycopodium alkaloid (+)-lycoflexine

Author keywords

[No Author keywords available]

Indexed keywords

MANNICH REACTIONS; ONE-POT REACTION; RING CLOSING METATHESIS; SELECTIVE HYDROGENATION; TANDEM CATALYSIS; TOTAL SYNTHESIS;

EID: 77958035710     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja107533m     Document Type: Article
Times cited : (88)

References (25)
  • 1
    • 0000207581 scopus 로고
    • For reviews of Lycopodium alkaloids, see: In;, Eds.; Academic Press: New York
    • For reviews of Lycopodium alkaloids, see: Ayer, W. A. and Trifonov, L. S. In The Alkaloids; Cordell, G. A. and Brossi, A., Eds.; Academic Press: New York, 1994; Vol. 45, pp 233-266.
    • (1994) The Alkaloids , vol.45 , pp. 233-266
    • Ayer, W.A.1    Trifonov, L.S.2    Cordell, G.A.3    Brossi, A.4
  • 6
    • 0242628368 scopus 로고    scopus 로고
    • For a recently published total synthesis of sieboldine A, see:, J. Am. Chem. Soc. 2010, 132, 7876
    • Hirasawa, Y., Morita, H., Shiro, M., and Kobayashi, J. Org. Lett. 2003, 5, 3991 For a recently published total synthesis of sieboldine A, see: Canham, S. M., France, D. J., and Overman, L. E. J. Am. Chem. Soc. 2010, 132, 7876
    • (2003) Org. Lett. , vol.5 , pp. 3991
    • Hirasawa, Y.1    Morita, H.2    Shiro, M.3    Kobayashi, J.4    Canham, S.M.5    France, D.J.6    Overman, L.E.7
  • 8
    • 35048843654 scopus 로고    scopus 로고
    • Compound 5 has been synthesized by the Toste group via a totally different route. See
    • Compound 5 has been synthesized by the Toste group via a totally different route. See: Linghu, X., Kennedy-Smith, J. J., and Toste, F. D. Angew. Chem., Int. Ed. 2007, 46, 7671
    • (2007) Angew. Chem., Int. Ed. , vol.46 , pp. 7671
    • Linghu, X.1    Kennedy-Smith, J.J.2    Toste, F.D.3
  • 14
    • 77958037084 scopus 로고    scopus 로고
    • Iodocarbamate 8 was prepared from N -Boc-protected allylamine in two steps and 52% overall yield (see the Supporting Information for more details)
    • Iodocarbamate 8 was prepared from N -Boc-protected allylamine in two steps and 52% overall yield (see the Supporting Information for more details).
  • 18
    • 0035861034 scopus 로고    scopus 로고
    • For another example of RCM/hydrogenation tandem catalysis, see: Angew. Chem., Int. Ed. 2003, 42, 308
    • Louie, J., Bielawski, C. W., and Grubbs, R. H. J. Am. Chem. Soc. 2001, 123, 11312 For another example of RCM/hydrogenation tandem catalysis, see: Fürstner, A. and Leitner, A. Angew. Chem., Int. Ed. 2003, 42, 308
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 11312
    • Louie, J.1    Bielawski, C.W.2    Grubbs, R.H.3    Fürstner, A.4    Leitner, A.5
  • 19
    • 17444401687 scopus 로고    scopus 로고
    • Tandem catalysis in general has not found widespread application in synthesis, despite the potential of such transformations. For a general review, see
    • Tandem catalysis in general has not found widespread application in synthesis, despite the potential of such transformations. For a general review, see: Wasilke, J.-C., Obrey, S. J., Baker, R. T., and Bazan, G. C. Chem. Rev. 2005, 105, 1001
    • (2005) Chem. Rev. , vol.105 , pp. 1001
    • Wasilke, J.-C.1    Obrey, S.J.2    Baker, R.T.3    Bazan, G.C.4
  • 23
    • 77958045251 scopus 로고    scopus 로고
    • A similar reaction was applied by Ayer et al. in their isolation paper (5) for the conversion of fawcettimine to lycoflexine
    • A similar reaction was applied by Ayer et al. in their isolation paper (5) for the conversion of fawcettimine to lycoflexine.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.