메뉴 건너뛰기




Volumn , Issue 23, 2009, Pages 3875-3877

Total synthesis of (±)-physovenine

Author keywords

Alkaloids; Olefination; Ozonolysis; Rearrangement; Reduction

Indexed keywords


EID: 68049138058     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200900391     Document Type: Article
Times cited : (44)

References (69)
  • 3
    • 0342765367 scopus 로고    scopus 로고
    • M. G. Kulkarni, R. M. Rasne, J. Chem. Soc. Perkin Trans. 1 1998, 16, 24792480;
    • b) M. G. Kulkarni, R. M. Rasne, J. Chem. Soc. Perkin Trans. 1 1998, 16, 24792480;
  • 24
    • 0000469722 scopus 로고
    • Ed. A. Brossi, Academic, New York
    • S. Takano, K. Ogasawara in The Alkaloids (Ed. A. Brossi), Academic, New York, 1989, vol. 36, p. 225.
    • (1989) The Alkaloids , vol.36 , pp. 225
    • Takano, S.1    Ogasawara, K.2
  • 30
    • 68049131086 scopus 로고    scopus 로고
    • f W Sneader, Drug News Perspect. 1999, 12, 433;
    • f) W Sneader, Drug News Perspect. 1999, 12, 433;
  • 50
    • 0343311704 scopus 로고    scopus 로고
    • Y. Luo, Q. Yu, L. Chrisey, A. Brossi, Heterocycles 1990, 57, 283-287;
    • o) Y. Luo, Q. Yu, L. Chrisey, A. Brossi, Heterocycles 1990, 57, 283-287;
  • 57
    • 68049122989 scopus 로고    scopus 로고
    • The olefinic proton, appearing as a singlet at δ = 6.10 ppm is due to the E isomer, whereas the singlet at δ = 6.04 ppm is due to the Z isomer. Similarly, the methyl signal at δ = 192 ppm is due to the E isomer and the signal at δ = 195 ppm is due to the Z isomer. The ratio of E-methyl to Z-methyl is 5:1, and the same ratio is observed, for the olefinic E-H to Z-H. Further, the terminal and internal, protons of the monosubstituted olefin and the allylic protons show two sets of the signals in a 5:1 ratio. This confirmed that the compound in hand is the mixture of the 5:1 ratio of E and Z isomers obtained from, the Wittig reaction.
    • The olefinic proton, appearing as a singlet at δ = 6.10 ppm is due to the E isomer, whereas the singlet at δ = 6.04 ppm is due to the Z isomer. Similarly, the methyl signal at δ = 192 ppm is due to the E isomer and the signal at δ = 195 ppm is due to the Z isomer. The ratio of E-methyl to Z-methyl is 5:1, and the same ratio is observed, for the olefinic E-H to Z-H. Further, the terminal and internal, protons of the monosubstituted olefin and the allylic protons show two sets of the signals in a 5:1 ratio. This confirmed that the compound in hand is the mixture of the 5:1 ratio of E and Z isomers obtained from, the Wittig reaction.
  • 65
    • 0000252377 scopus 로고    scopus 로고
    • d. Q.-S. Yu, A. Brossi, Heterocycles 1988, 27, 745-750;
    • d.) Q.-S. Yu, A. Brossi, Heterocycles 1988, 27, 745-750;
  • 66
    • 68049148223 scopus 로고    scopus 로고
    • K. Shishido, E. Shitara, H. Komatsu, K. Hiroya, K. Fukumoto, T. Kametani, J. Org. Chem. 1986, 57, 30073011;
    • e) K. Shishido, E. Shitara, H. Komatsu, K. Hiroya, K. Fukumoto, T. Kametani, J. Org. Chem. 1986, 57, 30073011;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.