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Volumn 128, Issue 47, 2006, Pages 15088-15089

Chiral N-heterocyclic carbene catalyzed, enantioselective oxodiene diels-alder reactions with low catalyst loadings

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALKENE; CARBENE; CHLORINE DERIVATIVE; ENOLATE; ESTER; HETEROCYCLIC COMPOUND; OXODIENE;

EID: 33845202285     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja066380r     Document Type: Article
Times cited : (306)

References (28)
  • 2
    • 7744232978 scopus 로고    scopus 로고
    • For carbon-carbon bond forming reactions via NHC-catalyzed generation of homoenolates, see (a) Sohn, S. S.; Rosen, E. L.; Bode, J. W. J. Am. Chem. Soc. 2004, 126, 14370-14371.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 14370-14371
    • Sohn, S.S.1    Rosen, E.L.2    Bode, J.W.3
  • 12
    • 45449097286 scopus 로고
    • For reviews, see
    • For reviews, see (a) Boger, D. L. Tetrahedron 1983, 39, 2869-2939.
    • (1983) Tetrahedron , vol.39 , pp. 2869-2939
    • Boger, D.L.1
  • 15
    • 0000361989 scopus 로고
    • For selected examples of catalytic, enantioselective 1-oxodiene Diels-Alder reactions, see (a) Wada, E.; Yasuoka, H.; Kanemasa, S. Chem. Lett. 1994, 23, 1637-1640.
    • (1994) Chem. Lett. , vol.23 , pp. 1637-1640
    • Wada, E.1    Yasuoka, H.2    Kanemasa, S.3
  • 18
  • 19
    • 33746280588 scopus 로고    scopus 로고
    • For selected examples of enantioselective organocatalysis with catalyst loadings lower than 1 mol %, see (a) Wu, F.; Hong, R.; Khan, J.; Liu, X.; Deng, L. Angew. Chem., Int. Ed. 2006, 45, 4301-4305.
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 4301-4305
    • Wu, F.1    Hong, R.2    Khan, J.3    Liu, X.4    Deng, L.5
  • 25
    • 33845199836 scopus 로고    scopus 로고
    • note
    • Shorter reaction times give higher diastereoselectivities. Resubjecting the diastereomerically pure cis product obtained in Table 1, entry 3 to the reaction conditions afforded a 3:1 mixture of diastereomers.
  • 26
    • 0001320447 scopus 로고    scopus 로고
    • For the synthesis and diastereoselective elaboration of a similar product, see Evans, D. A.; Janey, J. M. Org, Lett. 2001, 3, 2125-2128.
    • (2001) Org, Lett. , vol.3 , pp. 2125-2128
    • Evans, D.A.1    Janey, J.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.