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Volumn 10, Issue 13, 2008, Pages 2801-2804

Asymmetric synthesis of carboxylic acid derivatives having an all-carbon α-quaternary center through Cu-catalyzed 1,4-addition of dialkylzinc reagents to 2-aryl acetate derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ALKENE; AMINO ACID; CARBON; CARBOXYLIC ACID; COPPER; LIGAND; ORGANOPHOSPHORUS COMPOUND; PHOSPHORAMIDOUS ACID; ZINC;

EID: 51649119846     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800923q     Document Type: Article
Times cited : (80)

References (37)
  • 1
    • 32644439884 scopus 로고    scopus 로고
    • For reviews on catalytic methods to all-carbon quaternary centers, see: a
    • For reviews on catalytic methods to all-carbon quaternary centers, see: (a) Trost, B. M.; Jiang, C. Synthesis 2006, 369-396.
    • (2006) Synthesis , pp. 369-396
    • Trost, B.M.1    Jiang, C.2
  • 10
    • 37549063959 scopus 로고    scopus 로고
    • For recent reviews on asymmetric conjugate addition, see: a
    • For recent reviews on asymmetric conjugate addition, see: (a) Cozzi, P. G.; Hilgraf, R.; Zimmermann, N. Eur. J. Org. Chem. 2007, 5969-5994.
    • (2007) Eur. J. Org. Chem , pp. 5969-5994
    • Cozzi, P.G.1    Hilgraf, R.2    Zimmermann, N.3
  • 20
    • 16844367372 scopus 로고    scopus 로고
    • For 1,4-addition to 2,2-disubstituted nitroolefins, see: i
    • For 1,4-addition to 2,2-disubstituted nitroolefins, see: (i) Wu, J.; Mampreian, D. M.; Hoveyda, A. H. J. Am. Chem. Soc. 2005, 127, 4584-4585.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 4584-4585
    • Wu, J.1    Mampreian, D.M.2    Hoveyda, A.H.3
  • 21
    • 27444447719 scopus 로고    scopus 로고
    • For 1,4-addition to β,β-disubstituted α,β- unsaturated pyridylsulfones, see: j
    • For 1,4-addition to β,β-disubstituted α,β- unsaturated pyridylsulfones, see: (j) Mauleón, P.; Carretero, J. C. Chem. Commun. 2005, 4961-4963.
    • (2005) Chem. Commun , pp. 4961-4963
    • Mauleón, P.1    Carretero, J.C.2
  • 26
    • 84971098603 scopus 로고
    • Knoevenagel condensation of arylglyoxylates with Meldrum's acid, see: a
    • Knoevenagel condensation of arylglyoxylates with Meldrum's acid, see: (a) Baxter, G. J.; Brown, R. F. C. Aust. J. Chem. 1975, 28, 1551-1557.
    • (1975) Aust. J. Chem , vol.28 , pp. 1551-1557
    • Baxter, G.J.1    Brown, R.F.C.2
  • 34
    • 33845229541 scopus 로고    scopus 로고
    • The use of 10 equiv of styrene as an additive had no influence on the enantioselectivity or yield, see: Li, K.; Alexakis, A. Angew. Chem., Int. Ed. 2006, 45, 7600-7603.
    • The use of 10 equiv of styrene as an additive had no influence on the enantioselectivity or yield, see: Li, K.; Alexakis, A. Angew. Chem., Int. Ed. 2006, 45, 7600-7603.
  • 35
    • 59949095203 scopus 로고    scopus 로고
    • 2Zn led to complex mixtures, in which the reduced product was major.
    • 2Zn led to complex mixtures, in which the reduced product was major.
  • 36
    • 59949090950 scopus 로고    scopus 로고
    • 2Zn addition. See the Supporting Information for details.
    • 2Zn addition. See the Supporting Information for details.
  • 37
    • 59949085372 scopus 로고    scopus 로고
    • Compared to 37.3° (C3-C7-C10-C11) for the naphthyl group.
    • Compared to 37.3° (C3-C7-C10-C11) for the naphthyl group.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.