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Volumn 128, Issue 9, 2006, Pages 2782-2783

Rhodium-catalyzed [2 + 2 + 2] cycloaddition of alkenyl isocyanates and alkynes

Author keywords

[No Author keywords available]

Indexed keywords

ALKENYL GROUP; ALKYNE; RHODIUM;

EID: 33644933863     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja057803c     Document Type: Article
Times cited : (89)

References (27)
  • 7
    • 84985609914 scopus 로고
    • Hoberg has extensively investigated the metal-mediated coupling of isocyanates and various π-systems; see: (a) Hoberg, H.; Hernandez, E. Angew. Chem., Int. Ed. Engl. 1985, 24, 961.
    • (1985) Angew. Chem., Int. Ed. Engl. , vol.24 , pp. 961
    • Hoberg, H.1    Hernandez, E.2
  • 10
    • 0021670908 scopus 로고
    • Vollhardt and Earl described a [2 + 2 + 2] cycloaddition utilizing alkynyl isocyanates. Co: (a) Earl, R. A.; Vollhardt, K. P. C. J. Org. Chem. 1984, 49, 4786.
    • (1984) J. Org. Chem. , vol.49 , pp. 4786
    • Earl, R.A.1    Vollhardt, K.P.C.2
  • 17
    • 27144521700 scopus 로고    scopus 로고
    • Tanaka and co-workers developed a cationic Rh-catalyzed [2 + 2 + 2] to afford axially chiral 2-pyridones in excellent enantioselectivity. Tanaka, K.; Wada, A.; Noguchi, K. Org. Lett. 2005, 7, 4737.
    • (2005) Org. Lett. , vol.7 , pp. 4737
    • Tanaka, K.1    Wada, A.2    Noguchi, K.3
  • 22
    • 33644958196 scopus 로고    scopus 로고
    • note
    • 1H NMR showed only partial consumption of the isocyanate to form a symmetrical urea.
  • 23
    • 33644938399 scopus 로고    scopus 로고
    • note
    • A complex mixture was obtained at 110 °C.
  • 27
    • 33644964118 scopus 로고    scopus 로고
    • note
    • Under these conditions, terminal alkynes undergo competitive dimerization, while internal alkenes provide < 10% yield of cycloadduct.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.