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Volumn 353, Issue 11-12, 2011, Pages 1943-1948

N-heterocyclic carbene-catalyzed cyclization of unsaturated acyl chlorides and ketones

Author keywords

asymmetric catalysis; cyclization; dihydropyranones; N heterocyclic carbenes; organocatalysis; vinylketenes

Indexed keywords


EID: 80052008516     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.201100178     Document Type: Article
Times cited : (168)

References (100)
  • 3
    • 33748535256 scopus 로고    scopus 로고
    • 2 nd edn., John Wiley & Sons, Hoboken, New Jersey
    • T. T. Tidwell, Ketenes, 2 nd edn., John Wiley & Sons, Hoboken, New Jersey, 2006
    • (2006) Ketenes
    • Tidwell, T.T.1
  • 45
    • 80052004482 scopus 로고    scopus 로고
    • For the reviews of NHC-catalzyed reactions, see
    • For the reviews of NHC-catalzyed reactions, see
  • 59
    • 33845202285 scopus 로고    scopus 로고
    • Bode et al reported an NHC-catalyzed synthesis of 3,4-dihydropyran-2-one from α-chloroaldehydes, oxadienes.
    • Bode et al reported an NHC-catalyzed synthesis of 3,4-dihydropyran-2-one from α-chloroaldehydes, oxadienes:, M. He, G. J. Uc, J. W. Bode, J. Am. Chem. Soc. 2006, 128, 15088.
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 15088
    • He, M.1    Uc, G.J.2    Bode, J.W.3
  • 72
    • 80052021084 scopus 로고    scopus 로고
    • For examples of the reactions of trifloromethyl ketones, see
    • For examples of the reactions of trifloromethyl ketones, see
  • 83
    • 70349103398 scopus 로고    scopus 로고
    • We have reported an NHC-catalyzed [2+2] annulation of ketenes and trifluoromethyl ketones.
    • We have reported an NHC-catalyzed [2+2] annulation of ketenes and trifluoromethyl ketones:, X.-N. Wang, P.-L. Shao, H. Lv, S. Ye, Org. Lett. 2009, 11, 4029.
    • (2009) Org. Lett. , vol.11 , pp. 4029
    • Wang, X.-N.1    Shao, P.-L.2    Lv, H.3    Ye, S.4
  • 84
    • 80051997001 scopus 로고    scopus 로고
    • For examples of the synthesis of triazolium NHCs, see
    • For examples of the synthesis of triazolium NHCs, see
  • 89
    • 80051996656 scopus 로고    scopus 로고
    • 3 in toluene at -78 °C or -15 °C gave complex mixtures with only a trace of the desired cycloadduct 3aa.
    • 3 in toluene at -78 °C or -15 °C gave complex mixtures with only a trace of the desired cycloadduct 3aa.
  • 93
    • 80052005886 scopus 로고    scopus 로고
    • The instability of these two vinylketenes may contribute to the by-products of these reactions.
    • The instability of these two vinylketenes may contribute to the by-products of these reactions.
  • 94
    • 80051959571 scopus 로고    scopus 로고
    • We have recently reported an NHC-catalyzed [2+2] annulation of ketenes and isatins.
    • We have recently reported an NHC-catalyzed [2+2] annulation of ketenes and isatins:, X.-N. Wang, Y.-Y. Zhang, S. Ye, Adv. Synth. Catal. 2010, 352, 1891-1894.
    • (2010) Adv. Synth. Catal. , vol.352 , pp. 1891-1894
    • Wang, X.-N.1    Zhang, Y.-Y.2    Ye, S.3
  • 100
    • 80051995271 scopus 로고    scopus 로고
    • CCDC 785898 [(-)- 3ca ], CCDC 785897 (rac- 8fb) and CCDC 808987 [(-)- 8ce ] contain the crystallographic data in this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via. The absolute structures of other dihydropyranones 3 and 8 were assigned by comparison of the optical rotation and CD spectra with those of (-)- 3ca and (-)- 8ce.
    • CCDC 785898 [(-)- 3ca ], CCDC 785897 (rac- 8fb) and CCDC 808987 [(-)- 8ce ] contain the crystallographic data in this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via. The absolute structures of other dihydropyranones 3 and 8 were assigned by comparison of the optical rotation and CD spectra with those of (-)- 3ca and (-)- 8ce.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.