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Volumn 127, Issue 39, 2005, Pages 13629-13633

Phosphine-substrate recognition through the C-H⋯O hydrogen bond: Application to the asymmetric Pauson-Khand reaction

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; HYDROGEN BONDS; NITROGEN COMPOUNDS; NUCLEAR MAGNETIC RESONANCE; PHOSPHORUS COMPOUNDS; QUANTUM THEORY; STEREOCHEMISTRY; X RAY ANALYSIS;

EID: 25844432337     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja053653u     Document Type: Article
Times cited : (52)

References (37)
  • 3
    • 0007116617 scopus 로고
    • (c) Desiraju, G. R. Acc. Chem. Res. 1991, 24, 290-296.
    • (1991) Chem. Res. , vol.24 , pp. 290-296
    • Acc, D.G.R.1
  • 10
    • 0036263839 scopus 로고    scopus 로고
    • The use of a formyl as a hydrogen-bond donor moiety has been elegantly exploited by Corey and co-workers in asymmetric synthesis and catalysis, see: (a) Corey, E. J. Angew. Chem., Int. Ed. 2002, 41, 1650-1667.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1650-1667
    • Corey, E.J.1
  • 17
  • 19
    • 25844514371 scopus 로고    scopus 로고
    • note
    • The complex bearing two P,S ligands acting as monodentate phosphines could be isolated as byproduct in some cases.
  • 29
    • 15744375697 scopus 로고    scopus 로고
    • Gaussian, Inc.: Wallingford, CT
    • Quantum chemical calculations have been done using the Gaussian 03 program package: Frisch, M. J.; et al. Gaussian 03, revision C.02; Gaussian, Inc.: Wallingford, CT, 2004.
    • (2004) Gaussian 03, Revision C.02
    • Frisch, M.J.1
  • 32
    • 0141520591 scopus 로고    scopus 로고
    • 1H NMR chemical shifts at the B3LYP/ level (GIAO) predict a downfield shift of 1.0 ppm for H(11) in 12. Deviation from the experimentally observed value for 11a (2.0 ppm) may be partly attributable to a deficient description of such weak contacts by DFT theory, see: Cosp, A.; Larrosa, I.; Anglada, J. M.; Bofill, J. M.; Romea, P.; Urpí, F. Org. Lett. 2003, 5, 2809-2812.
    • (2003) Org. Lett. , vol.5 , pp. 2809-2812
    • Cosp, A.1    Larrosa, I.2    Anglada, J.M.3    Bofill, J.M.4    Romea, P.5    Urpí, F.6
  • 33
    • 0038665161 scopus 로고    scopus 로고
    • For reviews and recent examples of intermolecular Pauson-Khand reaction, see: (a) Gibson, S. E.; Stevenazzi, A. Angew. Chem., Int. Ed. 2003, 42, 1800-1810.
    • (2003) Angew. Chem., Int. Ed. , vol.42 , pp. 1800-1810
    • Gibson, S.E.1    Stevenazzi, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.