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Volumn 37, Issue 42, 1996, Pages 7525-7528

A short route to 'reverse-prenylated' pyrrolo[2,3-b]indoles via tandem olefination and Claisen rearrangement of 2-(3,3-dimethylallyloxy)indol-3-ones: First total synthesis of flustramine C

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE DERIVATIVE; PYRROLO[2,3 B]INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030583509     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01690-5     Document Type: Article
Times cited : (58)

References (29)
  • 4
    • 0021971734 scopus 로고
    • 2. Takase, S.; Iwami, M.; Ando, T.; Okamoto, M; Yoshida, K.; Horiai, H.; Kohsaka, M.; Aoki, H.; Imanaka, H. J. Antibiot. 1984, 37, 1320-1323. Takase, S.; Kawai, Y.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1985, 41, 3037-3048.
    • (1985) Tetrahedron , vol.41 , pp. 3037-3048
    • Takase, S.1    Kawai, Y.2    Uchida, I.3    Tanaka, H.4    Aoki, H.5
  • 7
    • 0021994786 scopus 로고
    • 5. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka,H.; Aoki, H. Tetrahedron Lett.. 1985, 26, 847-850. Bhat, B.; Harrison, D. M. Tetrahedron Lett.. 1986, 27, 5873-5874. Takase, S.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5879-5886. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5887-5894. Bhat, B.; Harrison, D. M. Tetrahedron 1993, 49, 10655-10662. Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10663-10668.
    • (1985) Tetrahedron Lett.. , vol.26 , pp. 847-850
    • Takase, S.1    Itoh, Y.2    Uchida, I.3    Aoki, H.4
  • 8
    • 0001085509 scopus 로고
    • 5. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka,H.; Aoki, H. Tetrahedron Lett.. 1985, 26, 847-850. Bhat, B.; Harrison, D. M. Tetrahedron Lett.. 1986, 27, 5873-5874. Takase, S.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5879-5886. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5887-5894. Bhat, B.; Harrison, D. M. Tetrahedron 1993, 49, 10655-10662. Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10663-10668.
    • (1986) Tetrahedron Lett.. , vol.27 , pp. 5873-5874
    • Bhat, B.1    Harrison, D.M.2
  • 9
    • 0022977597 scopus 로고
    • 5. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka,H.; Aoki, H. Tetrahedron Lett.. 1985, 26, 847-850. Bhat, B.; Harrison, D. M. Tetrahedron Lett.. 1986, 27, 5873-5874. Takase, S.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5879-5886. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5887-5894. Bhat, B.; Harrison, D. M. Tetrahedron 1993, 49, 10655-10662. Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10663-10668.
    • (1986) Tetrahedron , vol.42 , pp. 5879-5886
    • Takase, S.1    Uchida, I.2    Tanaka, H.3    Aoki, H.4
  • 10
    • 0023033074 scopus 로고
    • 5. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka,H.; Aoki, H. Tetrahedron Lett.. 1985, 26, 847-850. Bhat, B.; Harrison, D. M. Tetrahedron Lett.. 1986, 27, 5873-5874. Takase, S.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5879-5886. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5887-5894. Bhat, B.; Harrison, D. M. Tetrahedron 1993, 49, 10655-10662. Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10663-10668.
    • (1986) Tetrahedron , vol.42 , pp. 5887-5894
    • Takase, S.1    Itoh, Y.2    Uchida, I.3    Tanaka, H.4    Aoki, H.5
  • 11
    • 0027488656 scopus 로고
    • 5. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka,H.; Aoki, H. Tetrahedron Lett.. 1985, 26, 847-850. Bhat, B.; Harrison, D. M. Tetrahedron Lett.. 1986, 27, 5873-5874. Takase, S.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5879-5886. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5887-5894. Bhat, B.; Harrison, D. M. Tetrahedron 1993, 49, 10655-10662. Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10663-10668.
    • (1993) Tetrahedron , vol.49 , pp. 10655-10662
    • Bhat, B.1    Harrison, D.M.2
  • 12
    • 0027361019 scopus 로고
    • 5. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka,H.; Aoki, H. Tetrahedron Lett.. 1985, 26, 847-850. Bhat, B.; Harrison, D. M. Tetrahedron Lett.. 1986, 27, 5873-5874. Takase, S.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5879-5886. Takase, S.; Itoh, Y.; Uchida, I.; Tanaka, H.; Aoki, H. Tetrahedron 1986, 42, 5887-5894. Bhat, B.; Harrison, D. M. Tetrahedron 1993, 49, 10655-10662. Bhat, B.; Harrison, D. M.; Lamont, H. M. Tetrahedron 1993, 49, 10663-10668.
    • (1993) Tetrahedron , vol.49 , pp. 10663-10668
    • Bhat, B.1    Harrison, D.M.2    Lamont, H.M.3
  • 16
    • 37049066337 scopus 로고
    • 9. Kawasaki, T.; Nonaka, Y.; Ohtsuka, H.; Sato, H.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1990, 1101-1106. Kawasaki, T.; Nonaka, Y.; Uemura, M.; Sakamoto, M. Synthesis 1991, 701-702. Kawasaki, T.; Nonaka, Y.; Akahane, M.; Maeda, N.; Sakamoto, M. J. Chem. Soc., PerkinTrans. 1 1993, 1777-1781. Kawasaki, T.; Masuda, K.; Baba, Y.; Takada, K.; Sakamoto, M. Chem. Pharm. Bull. 1994, 42, 1974-1976. Kawasaki, T.; Masuda, K.; Baba, Y.; Terashima, R.; Takada, K.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1996, 729-733.
    • (1990) J. Chem. Soc., Perkin Trans. 1 , pp. 1101-1106
    • Kawasaki, T.1    Nonaka, Y.2    Ohtsuka, H.3    Sato, H.4    Sakamoto, M.5
  • 17
    • 0025910481 scopus 로고
    • 9. Kawasaki, T.; Nonaka, Y.; Ohtsuka, H.; Sato, H.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1990, 1101-1106. Kawasaki, T.; Nonaka, Y.; Uemura, M.; Sakamoto, M. Synthesis 1991, 701-702. Kawasaki, T.; Nonaka, Y.; Akahane, M.; Maeda, N.; Sakamoto, M. J. Chem. Soc., PerkinTrans. 1 1993, 1777-1781. Kawasaki, T.; Masuda, K.; Baba, Y.; Takada, K.; Sakamoto, M. Chem. Pharm. Bull. 1994, 42, 1974-1976. Kawasaki, T.; Masuda, K.; Baba, Y.; Terashima, R.; Takada, K.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1996, 729-733.
    • (1991) Synthesis , pp. 701-702
    • Kawasaki, T.1    Nonaka, Y.2    Uemura, M.3    Sakamoto, M.4
  • 18
    • 37049083090 scopus 로고
    • 9. Kawasaki, T.; Nonaka, Y.; Ohtsuka, H.; Sato, H.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1990, 1101-1106. Kawasaki, T.; Nonaka, Y.; Uemura, M.; Sakamoto, M. Synthesis 1991, 701-702. Kawasaki, T.; Nonaka, Y.; Akahane, M.; Maeda, N.; Sakamoto, M. J. Chem. Soc., PerkinTrans. 1 1993, 1777-1781. Kawasaki, T.; Masuda, K.; Baba, Y.; Takada, K.; Sakamoto, M. Chem. Pharm. Bull. 1994, 42, 1974-1976. Kawasaki, T.; Masuda, K.; Baba, Y.; Terashima, R.; Takada, K.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1996, 729-733.
    • (1993) J. Chem. Soc., PerkinTrans. 1 , pp. 1777-1781
    • Kawasaki, T.1    Nonaka, Y.2    Akahane, M.3    Maeda, N.4    Sakamoto, M.5
  • 19
    • 0028090332 scopus 로고
    • 9. Kawasaki, T.; Nonaka, Y.; Ohtsuka, H.; Sato, H.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1990, 1101-1106. Kawasaki, T.; Nonaka, Y.; Uemura, M.; Sakamoto, M. Synthesis 1991, 701-702. Kawasaki, T.; Nonaka, Y.; Akahane, M.; Maeda, N.; Sakamoto, M. J. Chem. Soc., PerkinTrans. 1 1993, 1777-1781. Kawasaki, T.; Masuda, K.; Baba, Y.; Takada, K.; Sakamoto, M. Chem. Pharm. Bull. 1994, 42, 1974-1976. Kawasaki, T.; Masuda, K.; Baba, Y.; Terashima, R.; Takada, K.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1996, 729-733.
    • (1994) Chem. Pharm. Bull. , vol.42 , pp. 1974-1976
    • Kawasaki, T.1    Masuda, K.2    Baba, Y.3    Takada, K.4    Sakamoto, M.5
  • 20
    • 0001504251 scopus 로고    scopus 로고
    • 9. Kawasaki, T.; Nonaka, Y.; Ohtsuka, H.; Sato, H.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1990, 1101-1106. Kawasaki, T.; Nonaka, Y.; Uemura, M.; Sakamoto, M. Synthesis 1991, 701-702. Kawasaki, T.; Nonaka, Y.; Akahane, M.; Maeda, N.; Sakamoto, M. J. Chem. Soc., PerkinTrans. 1 1993, 1777-1781. Kawasaki, T.; Masuda, K.; Baba, Y.; Takada, K.; Sakamoto, M. Chem. Pharm. Bull. 1994, 42, 1974-1976. Kawasaki, T.; Masuda, K.; Baba, Y.; Terashima, R.; Takada, K.; Sakamoto, M. J. Chem. Soc., Perkin Trans. 1 1996, 729-733.
    • (1996) J. Chem. Soc., Perkin Trans. 1 , pp. 729-733
    • Kawasaki, T.1    Masuda, K.2    Baba, Y.3    Terashima, R.4    Takada, K.5    Sakamoto, M.6
  • 21
    • 85030279380 scopus 로고    scopus 로고
    • 1H-NMR, IR, and MS data and gave satisfactory analytical and/or high resolution MS data
    • 1H-NMR, IR, and MS data and gave satisfactory analytical and/or high resolution MS data.
  • 23
    • 0025615870 scopus 로고
    • 11. Velezheva, V. S.; Mel'man, A. I.; Smushkevich, Y. I.; Pol'shakov, V. I.; Anisimova, O. S. Khim.-Farm. Zh. SSSK 1990, 24, 46-51 (Chem. Abstr. 1991, 114, 228786u).
    • (1991) Chem. Abstr. , vol.114
  • 25
    • 85030271151 scopus 로고    scopus 로고
    • +] 240.1263, found 240.1263
    • +] 240.1263, found 240.1263.
  • 29
    • 85030279299 scopus 로고    scopus 로고
    • +] 318.0732, found 318.0730
    • +] 318.0732, found 318.0730.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.