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Volumn 44, Issue 44, 2005, Pages 7260-7263

Rhodium-catalyzed regio- and enantioselective intermolecular [4+2] carbocyclization of 4-alkynals with N,N-dialkyl acrylamides

Author keywords

Aldehydes; Alkynes; Asymmetric catalysis; Carbocyclization; Cyclohexanones; Rhodium

Indexed keywords

ALDEHYDES; CATALYSIS; KETONES; REACTION KINETICS; RHODIUM; STEREOCHEMISTRY;

EID: 27844606501     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200502380     Document Type: Article
Times cited : (45)

References (38)
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    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1860-1862
  • 23
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    • For transition-metal-catalyzed intermolecular [4+2] cycloadditions, see: a) S.-J. Paik, S. U. Son, Y. K. Chung, Org. Lett. 1999, 1, 2045-2047;
    • (1999) Org. Lett. , vol.1 , pp. 2045-2047
    • Paik, S.-J.1    Son, S.U.2    Chung, Y.K.3
  • 28
    • 0023276221 scopus 로고
    • For the synthesis of quinones through the reactions of maleoyl cobalt complexes with alkynes, see: a) S. Iyer, L. S. Liebeskind, J. Am. Chem. Soc. 1987, 109, 2759-2770;
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 2759-2770
    • Iyer, S.1    Liebeskind, L.S.2
  • 34
    • 27844457562 scopus 로고    scopus 로고
    • CCDC-277585 (3da) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
  • 35
    • 27844580680 scopus 로고    scopus 로고
    • note
    • The use of substituted N,N-dialkyl acrylamides (N,N- dimethylmethacrylamide, 1-pyrrolidinylpropenone, N-methylmaleimide) did not afford the desired carbocyclization products.
  • 36
    • 27844570801 scopus 로고    scopus 로고
    • note
    • 1H NMR chemical shifts of their vinyl protons (major isomer: δ = 6.68 ppm (s), minor isomer: δ = 6.78 ppm (d, J = 1.2 Hz)).
  • 38
    • 0037012745 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 1607-1609.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1607-1609


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.