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Volumn 3, Issue 10, 2001, Pages 1427-1429

Total Synthesis of Himandravine

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; HIMANDRAVINE; PIPERIDINE DERIVATIVE; PLANT EXTRACT;

EID: 0035902256     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol010038w     Document Type: Article
Times cited : (32)

References (33)
  • 3
    • 77957066564 scopus 로고
    • Manske, R. H. F., Ed.; Academic Press: New York
    • (c) Ritchie, E.; Taylor, W. C. In The Alkaloids; Manske, R. H. F., Ed.; Academic Press: New York, 1967; Vol. 9, p 529.
    • (1967) The Alkaloids , vol.9 , pp. 529
    • Ritchie, E.1    Taylor, W.C.2
  • 5
    • 0029860641 scopus 로고    scopus 로고
    • For the total synthesis of himbacine, see: (a) Chackalamannil, S.; Davies, R. J.; Wang, Y.; Asberom, T.; Doller, D.; Wong, J.; Leone, D. J. Org. Chem. 1999, 64, 1932. Also see: Chackalamannil, S.; Davies, R. J.; Asberom, T.; Doller, D.; Leone, D. J. Am. Chem. Soc. 1996, 118, 9812.
    • (1996) Am. Chem. Soc. , vol.118 , pp. 9812
    • Chackalamannil, S.1    Davies, R.J.2    Asberom, T.3    Doller, D.4    Leone, D.J.5
  • 6
    • 0029084209 scopus 로고
    • (b) Hart, D. J.; Wu, W.-L.; Kozikowski, A. P. J. Am. Chem. Soc. 1995, 117, 9369. Also see: Hart, D. J.; Li, J.; Wu, W.-L.; Kozikowski, A. P. J. Org. Chem. 1997, 62, 5023.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9369
    • Hart, D.J.1    Wu, W.-L.2    Kozikowski, A.P.3
  • 14
    • 0042772507 scopus 로고    scopus 로고
    • note
    • i value for himandravine in cloned human muscarinic M2 receptors has not been reported, which is required for a meaningful comparison.
  • 15
    • 0000048482 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
    • For reviews on intramolecular Diels-Alder reaction, see: (a) Roush, W. R. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford. 1991; Vol. 4, p 513.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 513
    • Roush, W.R.1
  • 16
    • 0003009874 scopus 로고
    • Dauben, W. G., Ed.; John Wiley & Sons: New York
    • (b) Ciganek, E. In Organic Reactions: Dauben, W. G., Ed.; John Wiley & Sons: New York, 1984; Vol. 32, p 1.
    • (1984) Organic Reactions , vol.32 , pp. 1
    • Ciganek, E.1
  • 19
    • 85064255250 scopus 로고
    • (e) For a discussion of the substituent effect on intramolecular Diels-Alder reactions of enoates, see: Jung, M. E. Synlett 1990, 4, 186.
    • (1990) Synlett , vol.4 , pp. 186
    • Jung, M.E.1
  • 29
    • 0000509322 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
    • (e) Sonogashira, K. In Comprehensive Organic Synthesis: Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, p 521.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 521
    • Sonogashira, K.1
  • 31
    • 0042271368 scopus 로고    scopus 로고
    • note
    • 8a epimer, that could not be separated by flash chromatography.
  • 32
    • 0043273787 scopus 로고    scopus 로고
    • note
    • 3). Himandravine hydrochloride melted at 218-220°C (dec).
  • 33
    • 0042271369 scopus 로고    scopus 로고
    • note
    • 13C NMR, IR, and mass spectroscopic methods.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.