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Volumn 19, Issue 46, 2013, Pages 15669-15681

Chiral primary-amine-catalyzed conjugate addition to α-substituted vinyl ketones/aldehydes: Divergent stereocontrol modes on enamine protonation

Author keywords

alkylation; amines; asymmetric catalysis; ketones; protonation

Indexed keywords

ASYMMETRIC CATALYSIS; CONJUGATE ADDITION; DFT CALCULATION; ENAMINE INTERMEDIATES; ENANTIOSELECTIVE; HIGH ENANTIOSELECTIVITY; MECHANISTIC STUDIES; TRIFLUOROMETHANE SULFONIC ACID;

EID: 84887017605     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201302056     Document Type: Article
Times cited : (29)

References (146)
  • 94
    • 0242477740 scopus 로고
    • 2O, the acidic species (e.g., TfOH) becomes deuterated (to TfOD), resulting in slightly attenuated acidity and consequently a lower iminium-enamine turnover. For the deuterium effect on acidity, see.
    • 2O, the acidic species (e.g., TfOH) becomes deuterated (to TfOD), resulting in slightly attenuated acidity and consequently a lower iminium-enamine turnover. For the deuterium effect on acidity, see:, A. Streitwieser, H. S. Klein, J. Am. Chem. Soc. 1963, 85, 2759.
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 2759
    • Streitwieser, A.1    Klein, H.S.2
  • 135
    • 84887023255 scopus 로고    scopus 로고
    • The reaction of α-methyl acrolein with indole has been tested, giving a very dirty reaction mixture. The isolated adduct, always contaminated with various side products, was not characterized further
    • The reaction of α-methyl acrolein with indole has been tested, giving a very dirty reaction mixture. The isolated adduct, always contaminated with various side products, was not characterized further.
  • 136
    • 84887024160 scopus 로고    scopus 로고
    • AIMAll (version11.06.19), Todd A. Keith, TK Gristmill Software, Overland Park KS, USA, 2011 (aim.tkgristmill.com)
    • AIMAll (version11.06.19), Todd A. Keith, TK Gristmill Software, Overland Park KS, USA, 2011 (aim.tkgristmill.com).
  • 141
    • 0035910278 scopus 로고    scopus 로고
    • 2O)⋯π interaction, see.
    • 2O)⋯π interaction, see:, T. Steiner, G. Koellner, J. Mol. Biol. 2001, 305, 535.
    • (2001) J. Mol. Biol. , vol.305 , pp. 535
    • Steiner, T.1    Koellner, G.2
  • 142
    • 84887023009 scopus 로고    scopus 로고
    • ++G(2df,2p) basis set gave consistent results in this case
    • ++G(2df,2p) basis set gave consistent results in this case.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.