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Volumn 18, Issue 12, 2012, Pages 3486-3489

Regioselective cycloaddition of 3-azetidinones and 3-oxetanones with alkynes through nickel-catalysed carbon-carbon bond activation

Author keywords

3 azetidinone; 3 oxetanone; C C activation; nickel; ring expansion

Indexed keywords

3-AZETIDINONE; 3-OXETANONE; C-C ACTIVATIONS; C-C BOND ACTIVATION; CARBON-CARBON BOND; NICKEL CATALYST; PYRIDINONES; REGIO-SELECTIVE; RING-EXPANSION;

EID: 84859040209     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201200167     Document Type: Article
Times cited : (55)

References (76)
  • 13
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    • This reaction does not appear to be general. Hence, 4-octyne did not give any product of C-H activation.
    • B. DeBoef, S. J. Pastine, D. Sames, J. Am. Chem. Soc. 2004, 126, 6556-6557. This reaction does not appear to be general. Hence, 4-octyne did not give any product of C-H activation.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 6556-6557
    • Deboef, B.1    Pastine, S.J.2    Sames, D.3
  • 45
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    • salicylic acid ketals
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    • Duong, H.A.1    Louie, J.2
  • 52
    • 0000485901 scopus 로고
    • The Hoffmann's model for the formation of metallacycles by the maximization of orbital overlap between the π* orbital of azetidinone 1 and the in-plane π* orbital of alkynes 4 k and 4 l would predict that 6 should be the major regioisomer, see.
    • The Hoffmann's model for the formation of metallacycles by the maximization of orbital overlap between the π* orbital of azetidinone 1 and the in-plane π* orbital of alkynes 4 k and 4 l would predict that 6 should be the major regioisomer, see:, A. Stockis, R. Hoffmann, J. Am. Chem. Soc. 1980, 102, 2952-2962.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 2952-2962
    • Stockis, A.1    Hoffmann, R.2
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    • For an example of ring-opening of azetidinium salts with organolithium derivatives, see
    • G. R. Krow, G. Lin, K. P. Moore, A. M. Thomas, C. DeBrosse, C. W. Ross III, H. G. Ramjit, Org. Lett. 2004, 6, 1669-1672. For an example of ring-opening of azetidinium salts with organolithium derivatives, see
    • (2004) Org. Lett. , vol.6 , pp. 1669-1672
    • Krow, G.R.1    Lin, G.2    Moore, K.P.3    Thomas, A.M.4    Debrosse, C.5    Iii, C.W.R.6    Ramjit, H.G.7
  • 75
    • 0001021555 scopus 로고
    • For an example of ring-expansion of azetidines mediated by trifluoroborate etherate, see
    • D. Roberto, H. Alper, J. Am. Chem. Soc. 1989, 111, 7539-7543. For an example of ring-expansion of azetidines mediated by trifluoroborate etherate, see
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 7539-7543
    • Roberto, D.1    Alper, H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.