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Volumn 72, Issue 2, 2007, Pages 574-582

Aryl amidation routes to dihydropyrrolo[3,2-e]indoles and pyrrolo[3,2-f]tetrahydroquinolines: Total synthesis of the (±)-CC-1065 CPI subunit

Author keywords

[No Author keywords available]

Indexed keywords

ANTITUMOR COMPOUNDS; ARYL AMIDATION ROUTES; INTRAMOLECULAR ARYL TRIFLATE AMIDATION; O-BENZOXY-MONOIMINE QUINOID;

EID: 33846219603     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo062064j     Document Type: Article
Times cited : (27)

References (41)
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    • For an excellent enantioselective synthetic route to duocarmycins A and SA, see: (b) Yamada, K.; Kurokawa, T.; Tokuyama, H.; Fukuyama, T. J. Am. Chem. Soc. 2003, 125, 6630-6631.
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  • 14
    • 0029871620 scopus 로고    scopus 로고
    • Boger, D. L.; McKie, J. A.; Nishi, T.; Ogiku, T. J. Am. Chem. Soc. 1996, 118, 2301-2302. See also ref 1 for earlier examples of the total synthesis of these molecules.
    • (d) Boger, D. L.; McKie, J. A.; Nishi, T.; Ogiku, T. J. Am. Chem. Soc. 1996, 118, 2301-2302. See also ref 1 for earlier examples of the total synthesis of these molecules.
  • 20
    • 23044510853 scopus 로고    scopus 로고
    • For Diels-Alder reactions of quinone-monoimines and indole formation from the resulting dihydronaphthalenes, see: (a) England, D. B, Kerr, M. A. J. Org. Chem. 2005, 70, 6519-6522
    • For Diels-Alder reactions of quinone-monoimines and indole formation from the resulting dihydronaphthalenes, see: (a) England, D. B.; Kerr, M. A. J. Org. Chem. 2005, 70, 6519-6522.
  • 21
    • 33745711836 scopus 로고    scopus 로고
    • For previous examples of this methodology in natural product synthesis, see: b
    • For previous examples of this methodology in natural product synthesis, see: (b) England, D. B.; Magolan, J.; Kerr, M. A. Org. Lett. 2006, 8, 2209-2212.
    • (2006) Org. Lett , vol.8 , pp. 2209-2212
    • England, D.B.1    Magolan, J.2    Kerr, M.A.3
  • 24
    • 0027300181 scopus 로고    scopus 로고
    • 2B reductions in the presence of halogens, see: (a) Seltzman, H. H.; Berrang, B. D. Tetrahedron Lett. 1993, 34, 3083-3086.
    • 2B reductions in the presence of halogens, see: (a) Seltzman, H. H.; Berrang, B. D. Tetrahedron Lett. 1993, 34, 3083-3086.
  • 28
    • 0001371814 scopus 로고    scopus 로고
    • For some literature on the subject of high-pressure reactions, see: a, van Eldik, R, Hubbard, C. D, Eds, Wiley: New York, Chapters 3 and 4, pp
    • For some literature on the subject of high-pressure reactions, see: (a) Klärner, F.-G.; Diedrich, M. K.; Wigger, A. E.; Jurczak, J.; Gryko, D. T. In Chemistry Under Extreme or Non-Classical Conditions; van Eldik, R., Hubbard, C. D., Eds.; Wiley: New York, 1997; Chapters 3 and 4, pp 103-188.
    • (1997) Chemistry Under Extreme or Non-Classical Conditions , pp. 103-188
    • Klärner, F.-G.1    Diedrich, M.K.2    Wigger, A.E.3    Jurczak, J.4    Gryko, D.T.5
  • 29
    • 33846220635 scopus 로고    scopus 로고
    • Isaacs, N. S. In High-Pressure Techniques in Chemistry and Physics; Holzapfel, W. B., Isaacs, N. S., Eds.; Oxford University Press: New York, 1997; Chapter 7, pp 307-309.
    • (b) Isaacs, N. S. In High-Pressure Techniques in Chemistry and Physics; Holzapfel, W. B., Isaacs, N. S., Eds.; Oxford University Press: New York, 1997; Chapter 7, pp 307-309.
  • 32
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    • A significant rate enhancement was observed with certain tertiary amines, as per the recent findings of Yu, et al, see
    • A significant rate enhancement was observed with certain tertiary amines, as per the recent findings of Yu, et al., see: Yu, W.; Kang, Y.; Hua, Z.; Jin, Z. Org. Lett. 2004, 6, 3217-3219.
    • (2004) Org. Lett , vol.6 , pp. 3217-3219
    • Yu, W.1    Kang, Y.2    Hua, Z.3    Jin, Z.4
  • 36
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    • The intramolecular aryl amidation is also known, see
    • (d) The intramolecular aryl amidation is also known, see: Yang, B. H.; Buchwald, S. L. Org. Lett. 1999, 1, 35-37.
    • (1999) Org. Lett , vol.1 , pp. 35-37
    • Yang, B.H.1    Buchwald, S.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.