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Volumn , Issue 16, 2008, Pages 2636-2644

Iron-catalyzed alkenylation of Grignard reagents by enol phosphates

Author keywords

Alkenes; Cross coupling; Grignard reactions; Iron; Stereoselectivity

Indexed keywords

ALKENES; CROSS-COUPLING; GRIGNARD REACTIONS; IRON; STEREOSELECTIVITY;

EID: 50849117513     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1067194     Document Type: Article
Times cited : (68)

References (85)
  • 9
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    • For coupling of aromatic Grignard reagents with 2-bromostyrene, see: Molander, G. A.; Rahn, B. J.; Shubert, D. C.; Bonde, S. E. Tetrahedron Lett. 1983, 24, 5449.
    • For coupling of aromatic Grignard reagents with 2-bromostyrene, see: Molander, G. A.; Rahn, B. J.; Shubert, D. C.; Bonde, S. E. Tetrahedron Lett. 1983, 24, 5449.
  • 11
    • 0001978151 scopus 로고    scopus 로고
    • The iron-catalyzed alkenylation of RMnX has also been reported, see
    • (b) The iron-catalyzed alkenylation of RMnX has also been reported, see: Cahiez, G.; Marquais, S. Pure Appl. Chem. 1996, 68, 53.
    • (1996) Pure Appl. Chem , vol.68 , pp. 53
    • Cahiez, G.1    Marquais, S.2
  • 12
    • 85022900125 scopus 로고    scopus 로고
    • We have shown that the use of NMP or DMPU as a co-solvent also has a remarkable beneficial influence on the Cu-catalyzed alkylation of RMnX or RMgX, see: (a) Cahiez, G, Marquais, S. Synlett 1994, 45
    • We have shown that the use of NMP or DMPU as a co-solvent also has a remarkable beneficial influence on the Cu-catalyzed alkylation of RMnX or RMgX, see: (a) Cahiez, G.; Marquais, S. Synlett 1994, 45.
  • 14
    • 0029970234 scopus 로고    scopus 로고
    • For Co-catalyzed alkenylation of RMgX, see: c
    • For Co-catalyzed alkenylation of RMgX, see: (c) Cahiez, G.; Marquais, S. Tetrahedron Lett. 1996, 37, 1773.
    • (1996) Tetrahedron Lett , vol.37 , pp. 1773
    • Cahiez, G.1    Marquais, S.2
  • 53
    • 50849106029 scopus 로고    scopus 로고
    • It is also possible to use enol triflates under our reaction conditions, see ref. 8e
    • (b) It is also possible to use enol triflates under our reaction conditions, see ref. 8e.
  • 54
    • 19044379564 scopus 로고    scopus 로고
    • We have previously reported one preliminary example of such a reaction see ref. 4, Another atypical example was repotted. In this case, it is necessary to add TMEDA to have a complete reaction whereas, as a rule, the addition of TMEDA has a detrimental influence, see: Larsen, U. S, Martiny, L, Begtrup, M. Tetrahedron Lett. 2005, 46, 4261
    • (a) We have previously reported one preliminary example of such a reaction (see ref. 4). Another atypical example was repotted. In this case, it is necessary to add TMEDA to have a complete reaction whereas, as a rule, the addition of TMEDA has a detrimental influence, see: Larsen, U. S.; Martiny, L.; Begtrup, M. Tetrahedron Lett. 2005, 46, 4261.
  • 55
    • 0001217267 scopus 로고
    • For some examples of Pd- or Ni-catalyzed cross-coupling reactions from enol phosphates, see: b
    • For some examples of Pd- or Ni-catalyzed cross-coupling reactions from enol phosphates, see: (b) Hayashi, T.; Katsuro, Y.; Kumada, M. Tetrahedron Lett. 1980, 21, 3915.
    • (1980) Tetrahedron Lett , vol.21 , pp. 3915
    • Hayashi, T.1    Katsuro, Y.2    Kumada, M.3
  • 65
    • 0037163310 scopus 로고    scopus 로고
    • A similar one-pot procedure using a Pd-catalyzed cross-coupling reaction has been reported, see
    • A similar one-pot procedure using a Pd-catalyzed cross-coupling reaction has been reported, see: Miller, J. A. Tetrahedron Lett. 2002, 43, 7111.
    • (2002) Tetrahedron Lett , vol.43 , pp. 7111
    • Miller, J.A.1
  • 66
    • 50849100376 scopus 로고    scopus 로고
    • See, for instance, ref. 10f
    • See, for instance, ref. 10f


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.