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Volumn 43, Issue 17, 2004, Pages 2259-2263

Highly stereoselective synthesis of (1E)-2-melethyl-1,3-dienes by palladium-catalyzed trans-selective cross-coupling of 1,1-dibromo-1-alkenes with alkenylzine reagents

Author keywords

Carbene ligands; Cross coupling; Dienes; Methylation; Palladium

Indexed keywords

ALKYLATION; ISOMERIZATION; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBONS;

EID: 4043088534     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200353022     Document Type: Article
Times cited : (131)

References (61)
  • 2
    • 4143095111 scopus 로고    scopus 로고
    • Suzuki Coupling, Aldrich, Milwaukee
    • For representative reviews, see: a) B: A. Suzuki, H. C. Brown, Organic Syntheses Via Boranes, Vol. 3, Suzuki Coupling, Aldrich, Milwaukee, 2003, p. 314;
    • (2003) Organic Syntheses Via Boranes , vol.3 , pp. 314
    • Suzuki, A.1    Brown, H.C.2
  • 5
    • 84937194211 scopus 로고
    • For representative reviews of carbometalation, see: a) E. Negishi, Pure Appl. Chem. 1981, 53, 2333;
    • (1981) Pure Appl. Chem. , vol.53 , pp. 2333
    • Negishi, E.1
  • 10
    • 27844611828 scopus 로고    scopus 로고
    • (Ed.: T. Takahashi), Springer, Heidelberg, in press
    • d) for a recent review containing approximately 100 references on the application to natural product synthesis, see: E. Negishi, Z. Tan in Topics in Organometallic Chemistry (Ed.: T. Takahashi), Springer, Heidelberg, in press.
    • Topics in Organometallic Chemistry
    • Negishi, E.1    Tan, Z.2
  • 14
    • 0034682135 scopus 로고    scopus 로고
    • For a prototypical example of the "head-to-tail" construction of E-trisubstituted alkenes with an α-Me-branched chiral carbon atom through Zr-catalyzed carboalumination of 1-alkynes, see: T. R. Hoye, M. A. Tennakoon, Org. Lett. 2000, 2, 1481.
    • (2000) Org. Lett. , vol.2 , pp. 1481
    • Hoye, T.R.1    Tennakoon, M.A.2
  • 18
    • 0000383342 scopus 로고    scopus 로고
    • c) J. Schuppan, H. Wehlan, S. Keiper, U. Koert, Angew. Chem. 2001, 113, 2125; Angew. Chem. Int. Ed. 2001, 40, 2063;
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2063
  • 20
    • 0035886892 scopus 로고    scopus 로고
    • d) K. C. Nicolaou, Y. Li, K. C. Fylaktakidou, H. J. Mitchell, H.-x. Wei, B. Weyershausen, Angew. Chem. 2001, 113, 3968; Angew. Chem. Int. Ed. 2001, 40, 3849;
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 3849
  • 22
    • 0035887506 scopus 로고    scopus 로고
    • e) K. C. Nicolaou, Y. Li, K. C. Fylaktakidou, H. J. Mitchell, K. Sugita, Angew. Chem. 2001, 113, 3972; Angew. Chem. Int. Ed. 2001, 40, 3854;
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 3854
  • 42
    • 0034677693 scopus 로고    scopus 로고
    • c) M. Ogasawara, H. Ikeda, T. Hayashi, Angew. Chem. 2000, 112, 1084; Angew. Chem. Int. Ed. 2000, 39, 1042;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 1042
  • 46
    • 0000131734 scopus 로고
    • TFP = Tris(2-furyl)phosphane (V. Farina, B. Krishnan, J. Am. Chem. Soc. 1991, 113, 9585); dppf = Bis(diphenylphosphanylferrocene) (T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chem. Soc. 1984, 106, 158); dpephos = bis(o-diphenylphosphanylphenyl) ether (M. Kranenburg, Y. E. M. van der Burgt, P. C. J. Kamer, P. W. N. M. van - Leeuwen, K. Goubitz, J. Fraanje, Organometallics 1995, 14, 3081).
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 9585
    • Farina, V.1    Krishnan, B.2
  • 47
    • 0000488020 scopus 로고
    • TFP = Tris(2-furyl)phosphane (V. Farina, B. Krishnan, J. Am. Chem. Soc. 1991, 113, 9585); dppf = Bis(diphenylphosphanylferrocene) (T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chem. Soc. 1984, 106, 158); dpephos = bis(o-diphenylphosphanylphenyl) ether (M. Kranenburg, Y. E. M. van der Burgt, P. C. J. Kamer, P. W. N. M. van - Leeuwen, K. Goubitz, J. Fraanje, Organometallics 1995, 14, 3081).
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 158
    • Hayashi, T.1    Konishi, M.2    Kobori, Y.3    Kumada, M.4    Higuchi, T.5    Hirotsu, K.6
  • 48
    • 0001029926 scopus 로고
    • TFP = Tris(2-furyl)phosphane (V. Farina, B. Krishnan, J. Am. Chem. Soc. 1991, 113, 9585); dppf = Bis(diphenylphosphanylferrocene) (T. Hayashi, M. Konishi, Y. Kobori, M. Kumada, T. Higuchi, K. Hirotsu, J. Am. Chem. Soc. 1984, 106, 158); dpephos = bis(o-diphenylphosphanylphenyl) ether (M. Kranenburg, Y. E. M. van der Burgt, P. C. J. Kamer, P. W. N. M. van - Leeuwen, K. Goubitz, J. Fraanje, Organometallics 1995, 14, 3081).
    • (1995) Organometallics , vol.14 , pp. 3081
    • Kranenburg, M.1    Van Der Burgt, Y.E.M.2    Kamer, P.C.J.3    Van Leeuwen, P.W.N.M.4    Goubitz, K.5    Fraanje, J.6
  • 54
    • 0001075235 scopus 로고    scopus 로고
    • b) W. A. Herrmann, Angew. Chem. 2002, 114, 1342; Angew. Chem. Int. Ed. 2002, 41, 1290;
    • (2002) Angew. Chem. , vol.114 , pp. 1342
    • Herrmann, W.A.1
  • 55
    • 0037090932 scopus 로고    scopus 로고
    • b) W. A. Herrmann, Angew. Chem. 2002, 114, 1342; Angew. Chem. Int. Ed. 2002, 41, 1290;
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1290
  • 59
    • 85007271082 scopus 로고    scopus 로고
    • b) J. H. Kirchhoff, C. Dai, G. C. Fu, Angew. Chem. 2002, 114, 2025; Angew. Chem. Int. Ed. 2002, 41, 1945;
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1945
  • 61
    • 0037021032 scopus 로고    scopus 로고
    • c) A. C. Frisch, N. Shaikh, A. Zapf, M. Beller, Angew. Chem. 2002, 114, 4218; Angew. Chem. Int. Ed. 2002, 41, 4056.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4056


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.