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Volumn 10, Issue 18, 2008, Pages 4029-4032

Stereoselective direct copper-catalyzed alkenylation of oxazoles with bromoalkenes

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BROMIDE; COPPER; OXAZOLE DERIVATIVE; STYRENE;

EID: 55949100781     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol801512q     Document Type: Article
Times cited : (132)

References (44)
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    • For recent reviews of heteroarene and arene direct arylation, see: a
    • For recent reviews of heteroarene and arene direct arylation, see: (a) Alberico, D.; Scott, M. E.; Lautens, M. Chem. Rev. 2007, 107, 174.
    • (2007) Chem. Rev , vol.107 , pp. 174
    • Alberico, D.1    Scott, M.E.2    Lautens, M.3
  • 7
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    • For selected examples of direct arylation of oxazoles, see: a
    • For selected examples of direct arylation of oxazoles, see: (a) Lewis, J. C.; Wu, J. Y.; Bergman, R. G.; Ellman, J. A. Angew. Chem., Int. Ed. 2006, 45, 1589.
    • (2006) Angew. Chem., Int. Ed , vol.45 , pp. 1589
    • Lewis, J.C.1    Wu, J.Y.2    Bergman, R.G.3    Ellman, J.A.4
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    • and references cited therein
    • (c) Do, H.-Q.; Daugulis, O. J. Am. Chem. Soc. 2007, 129, 12404, and references cited therein.
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    • Do, H.-Q.1    Daugulis, O.2
  • 12
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    • For a mechanistic discussion, see
    • (f) For a mechanistic discussion, see: Sanchez, R. S.; Zhuravlev, A. J. Am. Chem. Soc. 2007, 129, 5824.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 5824
    • Sanchez, R.S.1    Zhuravlev, A.2
  • 13
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    • For examples of alkenylation on heteroaromatics with alkynes, see: (a) Nakao, Y, Kanyiva, K. S, Hiyama, T. J. Am. Chem. Soc. 2008, 130, 2448
    • For examples of alkenylation on heteroaromatics with alkynes, see: (a) Nakao, Y.; Kanyiva, K. S.; Hiyama, T. J. Am. Chem. Soc. 2008, 130, 2448.
  • 17
    • 34547911383 scopus 로고    scopus 로고
    • For examples of alkenylation on heteroaromatics with alkenes, see: (a) Matsuura, Y, Tamura, M, Kochi, T, Sato, M, Chatani, N, Kakiuchi, F. J. Am. Chem. Soc. 2007, 129, 9858
    • For examples of alkenylation on heteroaromatics with alkenes, see: (a) Matsuura, Y.; Tamura, M.; Kochi, T.; Sato, M.; Chatani, N.; Kakiuchi, F. J. Am. Chem. Soc. 2007, 129, 9858.
  • 19
    • 34347241643 scopus 로고    scopus 로고
    • For the only example of alkynylation of heteroaromatics, see
    • For the only example of alkynylation of heteroaromatics, see: Seregin, I. V.; Ryabova, V.; Gevorgyan, V. J. Am. Chem. Soc. 2007, 129, 7742.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 7742
    • Seregin, I.V.1    Ryabova, V.2    Gevorgyan, V.3
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    • and references cited therein
    • (a) Das, J. P.; Roy, S. J. Org. Chem. 2002, 67, 7861, and references cited therein.
    • (2002) J. Org. Chem , vol.67 , pp. 7861
    • Das, J.P.1    Roy, S.2
  • 43
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    • Other preparation method: Kuang, C.; Senboku, H.; Tokuda, M. Tetrahedron Lett. 2001, 42, 3893.
    • (b) Other preparation method: Kuang, C.; Senboku, H.; Tokuda, M. Tetrahedron Lett. 2001, 42, 3893.
  • 44
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    • Control experiments showed that the reaction does proceed comparably when copper is omitted. Further investigations are currently underway
    • Control experiments showed that the reaction does proceed comparably when copper is omitted. Further investigations are currently underway.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.