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Volumn 68, Issue 2, 2003, Pages 581-586

Catalytic enantioselective [3 + 2]-cycloadditions of diazoketone-derived aryl-substituted carbonyl ylides

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CATALYST ACTIVITY; DERIVATIVES;

EID: 0037462399     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026307t     Document Type: Article
Times cited : (66)

References (38)
  • 1
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    • Padwa, A., Ed.; Wiley-Interscience: New York
    • (a) Huisgen, R. In 1,3-Dipolar Cycloaddition Chemistry; Padwa, A., Ed.; Wiley-Interscience: New York, 1984; pp 1-176.
    • (1984) 1,3-Dipolar Cycloaddition Chemistry , pp. 1-176
    • Huisgen, R.1
  • 25
    • 0348241883 scopus 로고    scopus 로고
    • See Supporting Information for details
    • See Supporting Information for details.
  • 26
    • 0029941742 scopus 로고    scopus 로고
    • This is in stark contrast with α-aryl-α-diazoacetates, which have been comprehensively examined in most transformations of diazocarbonyl compounds, some with exceptionally high levels of enantio-selectivity. Selected examples: (a) Doyle, M. P.; Zhou, Q. L.; Charnsangavej, C.; Longoria, M. A.; McKervey, M. A.; Garcia, C. F. Tetrahedron Lett. 1996, 37, 4129-4132. (b) Davies, H. M. L.; Hansen, T.; Churchill, M. R. J. Am. Chem. Soc. 2000, 122, 3063-3070. (c) Kitagaki, S.; Kinoshita, M.; Takeba, M.; Anada, M.; Hashimoto, S. Tetrahedron: Asymmetry 2000, 11, 3855-3859. (d) Doyle, M. P.; Davies, S. B.; Hu, W. Org. Lett. 2000, 2, 1145-1147.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 4129-4132
    • Doyle, M.P.1    Zhou, Q.L.2    Charnsangavej, C.3    Longoria, M.A.4    McKervey, M.A.5    Garcia, C.F.6
  • 27
    • 0034607295 scopus 로고    scopus 로고
    • This is in stark contrast with α-aryl-α-diazoacetates, which have been comprehensively examined in most transformations of diazocarbonyl compounds, some with exceptionally high levels of enantio-selectivity. Selected examples: (a) Doyle, M. P.; Zhou, Q. L.; Charnsangavej, C.; Longoria, M. A.; McKervey, M. A.; Garcia, C. F. Tetrahedron Lett. 1996, 37, 4129-4132. (b) Davies, H. M. L.; Hansen, T.; Churchill, M. R. J. Am. Chem. Soc. 2000, 122, 3063-3070. (c) Kitagaki, S.; Kinoshita, M.; Takeba, M.; Anada, M.; Hashimoto, S. Tetrahedron: Asymmetry 2000, 11, 3855-3859. (d) Doyle, M. P.; Davies, S. B.; Hu, W. Org. Lett. 2000, 2, 1145-1147.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 3063-3070
    • Davies, H.M.L.1    Hansen, T.2    Churchill, M.R.3
  • 28
    • 0034612953 scopus 로고    scopus 로고
    • This is in stark contrast with α-aryl-α-diazoacetates, which have been comprehensively examined in most transformations of diazocarbonyl compounds, some with exceptionally high levels of enantio-selectivity. Selected examples: (a) Doyle, M. P.; Zhou, Q. L.; Charnsangavej, C.; Longoria, M. A.; McKervey, M. A.; Garcia, C. F. Tetrahedron Lett. 1996, 37, 4129-4132. (b) Davies, H. M. L.; Hansen, T.; Churchill, M. R. J. Am. Chem. Soc. 2000, 122, 3063-3070. (c) Kitagaki, S.; Kinoshita, M.; Takeba, M.; Anada, M.; Hashimoto, S. Tetrahedron: Asymmetry 2000, 11, 3855-3859. (d) Doyle, M. P.; Davies, S. B.; Hu, W. Org. Lett. 2000, 2, 1145-1147.
    • (2000) Tetrahedron: Asymmetry , vol.11 , pp. 3855-3859
    • Kitagaki, S.1    Kinoshita, M.2    Takeba, M.3    Anada, M.4    Hashimoto, S.5
  • 29
    • 0034689889 scopus 로고    scopus 로고
    • This is in stark contrast with α-aryl-α-diazoacetates, which have been comprehensively examined in most transformations of diazocarbonyl compounds, some with exceptionally high levels of enantio-selectivity. Selected examples: (a) Doyle, M. P.; Zhou, Q. L.; Charnsangavej, C.; Longoria, M. A.; McKervey, M. A.; Garcia, C. F. Tetrahedron Lett. 1996, 37, 4129-4132. (b) Davies, H. M. L.; Hansen, T.; Churchill, M. R. J. Am. Chem. Soc. 2000, 122, 3063-3070. (c) Kitagaki, S.; Kinoshita, M.; Takeba, M.; Anada, M.; Hashimoto, S. Tetrahedron: Asymmetry 2000, 11, 3855-3859. (d) Doyle, M. P.; Davies, S. B.; Hu, W. Org. Lett. 2000, 2, 1145-1147.
    • (2000) Org. Lett. , vol.2 , pp. 1145-1147
    • Doyle, M.P.1    Davies, S.B.2    Hu, W.3
  • 37
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    • Phil. Thesis, University of Oxford
    • 4, UV titrations indicated that association is not significant, see: Glen, R. D. Phil. Thesis, University of Oxford, 2002.
    • (2002)
    • Glen, R.D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.