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Volumn 45, Issue 14, 2006, Pages 2274-2277

Highly diastereoselective one-pot synthesis of spirocyclic oxindoles through intramolecular Ullmann coupling and Claisen rearrangement

Author keywords

Cyclization; Domino reactions; Oxindoles; Sigmatropic rearrangement; Spiro compounds

Indexed keywords

CYCLIZATION; DOMINO REACTIONS; OXINDOLES; SIGMATROPIC REARRANGEMENT; SPIRO COMPOUNDS;

EID: 33746297623     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200504247     Document Type: Article
Times cited : (95)

References (31)
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    • For a review on the intramolecular Heck reaction, see: a) A. B. Dounay, L. E. Overman, Chem. Rev. 2003, 103, 2945;
    • (2003) Chem. Rev. , vol.103 , pp. 2945
    • Dounay, A.B.1    Overman, L.E.2
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    • For recent reviews on the Claisen rearrangement, see: a) A. M. M. Castro, Chem. Rev. 2004, 104, 2939;
    • (2004) Chem. Rev. , vol.104 , pp. 2939
    • Castro, A.M.M.1
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    • note
    • [5a]
  • 19
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    • For an example of a domino copper-catalyzed C-O coupling and Claisen rearrangement in simple acyclic substrates, see: G. Nordmann, S. L. Buchwald, J. Am. Chem. Soc. 2003, 125, 4978.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 4978
    • Nordmann, G.1    Buchwald, S.L.2
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    • 4143116053 scopus 로고    scopus 로고
    • For recent reviews on copper-catalyzed C-O bond formation, see: a) S. V. Ley, A. W. Thomas, Angew. Chem. 2003, 115, 5558;
    • (2003) Angew. Chem. , vol.115 , pp. 5558
    • Ley, S.V.1    Thomas, A.W.2
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    • 23844437324 scopus 로고    scopus 로고
    • For recent examples of applications of copper-catalyzed intramolecular C-O coupling in organic synthesis, see: a) C. Pan, Z. Ma, J. Yu, Z. Zhang, A. Hui, Z. Wang, Synlett 2005, 12, 1922;
    • (2005) Synlett , vol.12 , pp. 1922
    • Pan, C.1    Ma, Z.2    Yu, J.3    Zhang, Z.4    Hui, A.5    Wang, Z.6
  • 27
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    • For details, see the Supporting information
    • For details, see the Supporting information.
  • 28
    • 33746277143 scopus 로고    scopus 로고
    • note
    • In all successful cases in Table 2, the Claisen rearrangement also proceeded during the first heating step for the IUC.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.