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Volumn 133, Issue 13, 2011, Pages 4785-4787

Enantioselective rhodium-catalyzed [4 + 2] cycloaddition of α,β-unsaturated imines and isocyanates

Author keywords

[No Author keywords available]

Indexed keywords

[4 + 2] CYCLOADDITION; ENANTIOSELECTIVE; GOOD YIELD; HIGH ENANTIOSELECTIVITY; PHOSPHORAMIDITES; RHODIUM COMPLEXES; RHODIUM-CATALYZED; UNSATURATED IMINES;

EID: 79953892292     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja200766k     Document Type: Article
Times cited : (41)

References (41)
  • 29
    • 79751470981 scopus 로고    scopus 로고
    • For a similar reaction of α,β-unsaturated imines with ketenes, see
    • For a similar reaction of α,β-unsaturated imines with ketenes, see: Jian, T.-Y.; Shao, P.-L.; Ye, S. Chem. Commun. 2011, 47, 2381-2383
    • (2011) Chem. Commun. , vol.47 , pp. 2381-2383
    • Jian, T.-Y.1    Shao, P.-L.2    Ye, S.3
  • 30
    • 0002723285 scopus 로고    scopus 로고
    • Elliot demonstrated that alkenyloxazolines and isocyanates react thermally to generate oxazolopyrimidines stereoselectively
    • Elliot demonstrated that alkenyloxazolines and isocyanates react thermally to generate oxazolopyrimidines stereoselectively: Elliott, M. C.; Kruiswijk, E. J. Chem. Soc., Perkin Trans. 1 1999, 3157-3166
    • (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 3157-3166
    • Elliott, M.C.1    Kruiswijk, E.2
  • 31
    • 0035905132 scopus 로고    scopus 로고
    • Orru showed that in situ generated 1- H -α,β-unsaturated imines react with isocyanates to generate pyrimidinones
    • Elliott, M. C.; Kruiswijk, E.; Willock, D. J. Tetrahedron 2001, 57, 10139-10146 Orru showed that in situ generated 1- H -α,β-unsaturated imines react with isocyanates to generate pyrimidinones.
    • (2001) Tetrahedron , vol.57 , pp. 10139-10146
    • Elliott, M.C.1    Kruiswijk, E.2    Willock, D.J.3
  • 33
    • 0000150949 scopus 로고
    • For reviews on cycloadditions involving isocyanates, see
    • For reviews on cycloadditions involving isocyanates, see: Braunstein, P.; Nobel, D. Chem. Rev. 1989, 89, 1927-1945
    • (1989) Chem. Rev. , vol.89 , pp. 1927-1945
    • Braunstein, P.1    Nobel, D.2
  • 35
    • 0037176267 scopus 로고    scopus 로고
    • For related metal-catalyzed reactions generating nitrogen heterocycles, see
    • For related metal-catalyzed reactions generating nitrogen heterocycles, see: Wender, P. A.; Pedersen, T. M.; Scanio, M. J. C. J. Am. Chem. Soc. 2002, 124, 15154-15155
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 15154-15155
    • Wender, P.A.1    Pedersen, T.M.2    Scanio, M.J.C.3
  • 40
    • 79953890057 scopus 로고    scopus 로고
    • 1H NMR of the unpurified reaction mixture typically shows unreacted starting material and product only, with occasional urea derived from isocyanate hydrolysis.
    • 1H NMR of the unpurified reaction mixture typically shows unreacted starting material and product only, with occasional urea derived from isocyanate hydrolysis.
  • 41
    • 79953844195 scopus 로고    scopus 로고
    • Cyclohexyl isocyanate provides a trace product, and tert -butyl isocyanate does not generate any product
    • Cyclohexyl isocyanate provides a trace product, and tert -butyl isocyanate does not generate any product.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.