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Volumn 79, Issue 14, 2014, Pages 6754-6758

A hydrogen bond rationale for the enantioselective β-alkenylboration of enones catalyzed by O-monoacyltartaric acids

Author keywords

[No Author keywords available]

Indexed keywords

ENANTIOSELECTIVITY;

EID: 84904569280     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo5012398     Document Type: Article
Times cited : (28)

References (35)
  • 2
    • 84904539014 scopus 로고    scopus 로고
    • Our groups have been working independently on this subject in recent years. Unpublished results
    • Our groups have been working independently on this subject in recent years. Grimblat, N.; Sarotti, A. M.; Pisano, P. L.; Pellegrinet, S. C. Unpublished results.
    • Grimblat, N.1    Sarotti, A.M.2    Pisano, P.L.3    Pellegrinet, S.C.4
  • 19
    • 84862227134 scopus 로고    scopus 로고
    • For a resin-supported peptide-catalyzed conjugate addition of alkenylboronic acids to a γ-hydroxy-α,β-unsaturated aldehyde, see - 4843
    • For a resin-supported peptide-catalyzed conjugate addition of alkenylboronic acids to a γ-hydroxy-α,β-unsaturated aldehyde, see: Akagawa, K.; Sugiyama, M.; Kudo, K. Org. Biomol. Chem. 2012, 10, 4839-4843
    • (2012) Org. Biomol. Chem. , vol.10 , pp. 4839
    • Akagawa, K.1    Sugiyama, M.2    Kudo, K.3
  • 30
    • 84904553617 scopus 로고    scopus 로고
    • Gaussian 09; Gaussian, Inc. Wallingford, CT
    • Frisch, M. J.; Gaussian 09; Gaussian, Inc., Wallingford, CT, 2013.
    • (2013)
    • Frisch, M.J.1
  • 31
    • 34249776955 scopus 로고    scopus 로고
    • The association of the reactants in an early stage of the reaction to form of coordination complex 2 - 5, though computed to be quite demanding mainly due to entropy reasons, allows the breakdown of the free energy barrier in two energy-feasible steps: complexation and conjugate addition - 4227
    • The association of the reactants in an early stage of the reaction to form of coordination complex 2-5, though computed to be quite demanding mainly due to entropy reasons, allows the breakdown of the free energy barrier in two energy-feasible steps: complexation and conjugate addition: Domingo, L. R.; Aurell, M. J.; Arnó, M.; Sáez, J. A. J. Org. Chem. 2007, 72, 4220-4227
    • (2007) J. Org. Chem. , vol.72 , pp. 4220
    • Domingo, L.R.1    Aurell, M.J.2    Arnó, M.3    Sáez, J.A.4
  • 35
    • 84880616556 scopus 로고    scopus 로고
    • 2)-H···O hydrogen bonds were reported to have Δ H ∼ 0.9 kcal/mol and H-O distances ∼ 2.38 Å. For a recent review, see: Johnston, R. C.; Cheong, P. H.-Y. Org. Biomol. Chem. 2013, 11, 5057-5064
    • (2013) Org. Biomol. Chem. , vol.11 , pp. 5057
    • Johnston, R.C.1    Cheong, P.H.-Y.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.