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Volumn 124, Issue 38, 2002, Pages 11240-11241

Direct generation of nucleophilic chiral palladium enolate from 1,3-dicarbonyl compounds: Catalytic enantioselective Michael reaction with enones

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DICARBONYL DERIVATIVE; CARBONYL DERIVATIVE; KETONE DERIVATIVE; PALLADIUM; UNCLASSIFIED DRUG;

EID: 0037174368     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja027075i     Document Type: Article
Times cited : (278)

References (25)
  • 8
  • 9
    • 0000679263 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer Berlin, Chapter 31.1
    • (b) Tomioka, K.; Nagaoka, Y. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 1999; Vol. 3, Chapter 31.1.
    • (1999) Comprehensive Asymmetric Catalysis , vol.3
    • Tomioka, K.1    Nagaoka, Y.2
  • 12
    • 0032473509 scopus 로고    scopus 로고
    • For a recent review on catalytic asymmetric synthesis of qautemary carbon centers, see: Corey, E. J., Guzman-Perez, A. Angew. Chem., Int. Ed. 1998, 37, 388-401.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 388-401
    • Corey, E.J.1    Guzman-Perez, A.2
  • 17
    • 0035826628 scopus 로고    scopus 로고
    • (c) Suzuki, T.; Torii, T. Tetrahedron Asymmetry, 2001, 12, 1077-1081. Recently Lewis acid-catalyzed Michael reaction was reported.
    • (2001) Tetrahedron Asymmetry , vol.12 , pp. 1077-1081
    • Suzuki, T.1    Torii, T.2
  • 20
    • 0035793819 scopus 로고    scopus 로고
    • For stoichiometric reaction with broad generality, see: (b) Christoffers. J.; Mann, A. Chem. Eur. J. 2001, 7, 1014-1027.
    • (2001) Chem. Eur. J. , vol.7 , pp. 1014-1027
    • Christoffers, J.1    Mann, A.2
  • 21
    • 0035904251 scopus 로고    scopus 로고
    • For the preparation of achiral palladium enolate complexes of 1,3-diketone, see: (a) Kujime, M.; Hikichi, S.; Akita, M. Organometallics 2001, 20, 4049-4060.
    • (2001) Organometallics , vol.20 , pp. 4049-4060
    • Kujime, M.1    Hikichi, S.2    Akita, M.3
  • 23
    • 0010390705 scopus 로고    scopus 로고
    • note
    • See Supporting Information.
  • 25
    • 0034986283 scopus 로고    scopus 로고
    • Reaction of 4b and 6a promoted by common bases (triethylamine, DBU, t-BuOK, or tetrabutylammonium hydroxide) gave low or negligible yield of 7b because of the formation of undesired products. The reasons for low yields under basic conditions have been discussed in the literature. see: Christoffers, J. Synlett 2001, 723-732.
    • (2001) Synlett , pp. 723-732
    • Christoffers, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.