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Volumn 37, Issue 42, 1996, Pages 7615-7618

Regiospecific free radical annulation reactions of diethylbenzylmalonate with unsymmetrical 1,4-naphthoquinones: A direct approach to ring A aromatic angucyclinones

Author keywords

[No Author keywords available]

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; ANGUCYCLINE DERIVATIVE;

EID: 0030583497     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01675-9     Document Type: Article
Times cited : (13)

References (19)
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    • 2. Matsuo, G.; Miki, Y.; Nakata, S.; Matsumura, S.; Toshima, K. J. Chem. Soc., Chem. Commun. 1996, 225. Larsen, D.S.; O'Shea, M.D.; Brooker, S. J. Chem. Soc., Chem. Commun. 1996, 203. Sulikowski, G.A.; Kyungjin, K. Angew. Chem. Int. Ed. Engl. 1995, 34, 2396. Krohn, K.; Khanbabaee, Jones, P.G. 1995, Liebigs Ann. 1995, 1981. Kraus, G.A.; Wu, Y. Tetrahedron Lett. 1991, 32, 3803. Guingant, A.; Barreto, M.M. Tetrahedron Lett. 1987, 28, 3107. Snieckus, V.; Katsuura, K. Tetrahedron Lett. 1985, 26, 9.
    • (1996) J. Chem. Soc., Chem. Commun. , vol.225
    • Matsuo, G.1    Miki, Y.2    Nakata, S.3    Matsumura, S.4    Toshima, K.5
  • 3
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    • Matsuo, G.; Miki, Y.; Nakata, S.; Matsumura, S.; Toshima, K. J. Chem. Soc., Chem. Commun. 1996, 225. Larsen, D.S.; O'Shea, M.D.; Brooker, S. J. Chem. Soc., Chem. Commun. 1996, 203. Sulikowski, G.A.; Kyungjin, K. Angew. Chem. Int. Ed. Engl. 1995, 34, 2396. Krohn, K.; Khanbabaee, Jones, P.G. 1995, Liebigs Ann. 1995, 1981. Kraus, G.A.; Wu, Y. Tetrahedron Lett. 1991, 32, 3803. Guingant, A.; Barreto, M.M. Tetrahedron Lett. 1987, 28, 3107. Snieckus, V.; Katsuura, K. Tetrahedron Lett. 1985, 26, 9.
    • (1996) J. Chem. Soc., Chem. Commun. , pp. 203
    • Larsen, D.S.1    O'Shea, M.D.2    Brooker, S.3
  • 4
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    • Matsuo, G.; Miki, Y.; Nakata, S.; Matsumura, S.; Toshima, K. J. Chem. Soc., Chem. Commun. 1996, 225. Larsen, D.S.; O'Shea, M.D.; Brooker, S. J. Chem. Soc., Chem. Commun. 1996, 203. Sulikowski, G.A.; Kyungjin, K. Angew. Chem. Int. Ed. Engl. 1995, 34, 2396. Krohn, K.; Khanbabaee, Jones, P.G. 1995, Liebigs Ann. 1995, 1981. Kraus, G.A.; Wu, Y. Tetrahedron Lett. 1991, 32, 3803. Guingant, A.; Barreto, M.M. Tetrahedron Lett. 1987, 28, 3107. Snieckus, V.; Katsuura, K. Tetrahedron Lett. 1985, 26, 9.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 2396
    • Sulikowski, G.A.1    Kyungjin, K.2
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    • Matsuo, G.; Miki, Y.; Nakata, S.; Matsumura, S.; Toshima, K. J. Chem. Soc., Chem. Commun. 1996, 225. Larsen, D.S.; O'Shea, M.D.; Brooker, S. J. Chem. Soc., Chem. Commun. 1996, 203. Sulikowski, G.A.; Kyungjin, K. Angew. Chem. Int. Ed. Engl. 1995, 34, 2396. Krohn, K.; Khanbabaee, Jones, P.G. 1995, Liebigs Ann. 1995, 1981. Kraus, G.A.; Wu, Y. Tetrahedron Lett. 1991, 32, 3803. Guingant, A.; Barreto, M.M. Tetrahedron Lett. 1987, 28, 3107. Snieckus, V.; Katsuura, K. Tetrahedron Lett. 1985, 26, 9.
    • (1995) Liebigs Ann. , pp. 1981
    • Krohn, K.1    Khanbabaee2    Jones, P.G.3
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    • Matsuo, G.; Miki, Y.; Nakata, S.; Matsumura, S.; Toshima, K. J. Chem. Soc., Chem. Commun. 1996, 225. Larsen, D.S.; O'Shea, M.D.; Brooker, S. J. Chem. Soc., Chem. Commun. 1996, 203. Sulikowski, G.A.; Kyungjin, K. Angew. Chem. Int. Ed. Engl. 1995, 34, 2396. Krohn, K.; Khanbabaee, Jones, P.G. 1995, Liebigs Ann. 1995, 1981. Kraus, G.A.; Wu, Y. Tetrahedron Lett. 1991, 32, 3803. Guingant, A.; Barreto, M.M. Tetrahedron Lett. 1987, 28, 3107. Snieckus, V.; Katsuura, K. Tetrahedron Lett. 1985, 26, 9.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 3803
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    • Matsuo, G.; Miki, Y.; Nakata, S.; Matsumura, S.; Toshima, K. J. Chem. Soc., Chem. Commun. 1996, 225. Larsen, D.S.; O'Shea, M.D.; Brooker, S. J. Chem. Soc., Chem. Commun. 1996, 203. Sulikowski, G.A.; Kyungjin, K. Angew. Chem. Int. Ed. Engl. 1995, 34, 2396. Krohn, K.; Khanbabaee, Jones, P.G. 1995, Liebigs Ann. 1995, 1981. Kraus, G.A.; Wu, Y. Tetrahedron Lett. 1991, 32, 3803. Guingant, A.; Barreto, M.M. Tetrahedron Lett. 1987, 28, 3107. Snieckus, V.; Katsuura, K. Tetrahedron Lett. 1985, 26, 9.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 3107
    • Guingant, A.1    Barreto, M.M.2
  • 8
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    • Matsuo, G.; Miki, Y.; Nakata, S.; Matsumura, S.; Toshima, K. J. Chem. Soc., Chem. Commun. 1996, 225. Larsen, D.S.; O'Shea, M.D.; Brooker, S. J. Chem. Soc., Chem. Commun. 1996, 203. Sulikowski, G.A.; Kyungjin, K. Angew. Chem. Int. Ed. Engl. 1995, 34, 2396. Krohn, K.; Khanbabaee, Jones, P.G. 1995, Liebigs Ann. 1995, 1981. Kraus, G.A.; Wu, Y. Tetrahedron Lett. 1991, 32, 3803. Guingant, A.; Barreto, M.M. Tetrahedron Lett. 1987, 28, 3107. Snieckus, V.; Katsuura, K. Tetrahedron Lett. 1985, 26, 9.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 9
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    • -1. Some 2106 reflections were measured of which 839 had I > 2(sigma)I. Structure solved by direct methods using SHELXS86 (Sheldrick, G.M. A program for the solution of crystal structures, University of Gottingen, Germany) using all 2106 measured reflections and SHELXL93(idem, ibid). H atoms allowed for as riding atoms and non-H atoms allowed anisotropic motion. Final R-factors on the 839 "observed" data are R=0.0619, wR(Fsquared) = 0.1212. The molecular geometry is entirely in accord with expectations: full details available in Crystallographic Information File (CIF) format from the authors; these details have also been deposited with the Cambridge Crystallographic Data Centre
    • -1. Some 2106 reflections were measured of which 839 had I > 2(sigma)I. Structure solved by direct methods using SHELXS86 (Sheldrick, G.M. A program for the solution of crystal structures, University of Gottingen, Germany) using all 2106 measured reflections and SHELXL93(idem, ibid). H atoms allowed for as riding atoms and non-H atoms allowed anisotropic motion. Final R-factors on the 839 "observed" data are R=0.0619, wR(Fsquared) = 0.1212. The molecular geometry is entirely in accord with expectations: full details available in Crystallographic Information File (CIF) format from the authors; these details have also been deposited with the Cambridge Crystallographic Data Centre.
  • 16
    • 85030270516 scopus 로고    scopus 로고
    • All new compounds reported gave satisfactory spectroscopic and analytical data
    • 10. All new compounds reported gave satisfactory spectroscopic and analytical data.
  • 17
    • 0004293179 scopus 로고    scopus 로고
    • Oxford University Press Inc.: New York
    • 11. Kirby, A.J. Stereoelectronic Effects; Oxford University Press Inc.: New York, 1996; pp. 82-84.
    • (1996) Stereoelectronic Effects , pp. 82-84
    • Kirby, A.J.1
  • 18
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    • 13, the nature of the DEM residue -possibly a Fischer Mn-stabilised carbene complex - remains unknown
    • 13, the nature of the DEM residue -possibly a Fischer Mn-stabilised carbene complex - remains unknown.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.