메뉴 건너뛰기




Volumn 691, Issue 21, 2006, Pages 4508-4513

Electronic differentiations in palladium-catalyzed allylic substitutions

Author keywords

Allylic substitution; Catalysis; Computations; Palladium; Transitions structures

Indexed keywords

ADDITION REACTIONS; CATALYSIS; CHEMICAL BONDS; ELECTRON TRANSITIONS; PALLADIUM; PHOSPHORUS; SUBSTITUTION REACTIONS;

EID: 33748754865     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2006.01.061     Document Type: Article
Times cited : (16)

References (71)
  • 1
    • 0042379988 scopus 로고    scopus 로고
    • Recent reviews on total synthesis via palladium catalyzed allylic substitutions:
    • Recent reviews on total synthesis via palladium catalyzed allylic substitutions:. Trost B.M., and Crawley M.L. Chem. Rev. 103 (2003) 2921
    • (2003) Chem. Rev. , vol.103 , pp. 2921
    • Trost, B.M.1    Crawley, M.L.2
  • 4
    • 0002177913 scopus 로고    scopus 로고
    • Reviews on catalyst design and mechanisms of palladium catalyzed allylic substitutions:. Ojima I. (Ed), Wiley-VCH, New York
    • Reviews on catalyst design and mechanisms of palladium catalyzed allylic substitutions:. Trost B.M., and Lee C. In: Ojima I. (Ed). Catalytic Asymmetric Synthesis. 2nd ed. (2000), Wiley-VCH, New York 593
    • (2000) Catalytic Asymmetric Synthesis. 2nd ed. , pp. 593
    • Trost, B.M.1    Lee, C.2
  • 6
    • 0000687774 scopus 로고    scopus 로고
    • Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds), Springer, Heidelberg
    • Pfaltz A., and Lautens M. In: Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds). Comprehensive Asymmetric Catalysis (1999), Springer, Heidelberg 833
    • (1999) Comprehensive Asymmetric Catalysis , pp. 833
    • Pfaltz, A.1    Lautens, M.2
  • 9
    • 0001638084 scopus 로고
    • Side arm guidance of nucleophiles by hydroxylated phosphinoferrocenes:
    • Side arm guidance of nucleophiles by hydroxylated phosphinoferrocenes:. Hayashi T., Yamamoto A., Hagihara T., and Ito Y. Tetrahedron Lett. 27 (1986) 191
    • (1986) Tetrahedron Lett. , vol.27 , pp. 191
    • Hayashi, T.1    Yamamoto, A.2    Hagihara, T.3    Ito, Y.4
  • 14
    • 0033601122 scopus 로고    scopus 로고
    • 2-symmetric diphosphane carboxamides based on 2-(diphenylphosphino)benoic acid (dppba) and chiral diamines exhibit large (∼110°) bite angles and furnish chiral pockets:
    • 2-symmetric diphosphane carboxamides based on 2-(diphenylphosphino)benoic acid (dppba) and chiral diamines exhibit large (∼110°) bite angles and furnish chiral pockets:. Trost B.M., and Ariza X. J. Am. Chem. Soc. 121 (1999) 10727
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 10727
    • Trost, B.M.1    Ariza, X.2
  • 19
    • 0006989799 scopus 로고    scopus 로고
    • Electronic differentiation in P,N-ligands was most successfully applied in amino acid based phosphinooxazoline (phox) ligands:
    • Electronic differentiation in P,N-ligands was most successfully applied in amino acid based phosphinooxazoline (phox) ligands:. Helmchen G., Kudis S., Sennhenn P., and Steinhagen H. Pure Appl. Chem. 69 (1997) 513
    • (1997) Pure Appl. Chem. , vol.69 , pp. 513
    • Helmchen, G.1    Kudis, S.2    Sennhenn, P.3    Steinhagen, H.4
  • 25
    • 0034706036 scopus 로고    scopus 로고
    • High enantioselectivities were also obtained with a P-S thio ether phosphonite ligand:
    • High enantioselectivities were also obtained with a P-S thio ether phosphonite ligand:. Evans D.A., Campoo K.R., Tedrow J.S., Michael F.E., and Gagne M.R. J. Am. Chem. Soc. 122 (2000) 7905
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 7905
    • Evans, D.A.1    Campoo, K.R.2    Tedrow, J.S.3    Michael, F.E.4    Gagne, M.R.5
  • 26
    • 0032490952 scopus 로고
    • Steric repulsion with equatorial P-phenyl groups:
    • Steric repulsion with equatorial P-phenyl groups:. Wiese B., and Helmchen G. Tetrahedron Lett. 39 (1988) 5727
    • (1988) Tetrahedron Lett. , vol.39 , pp. 5727
    • Wiese, B.1    Helmchen, G.2
  • 50
    • 8344271062 scopus 로고    scopus 로고
    • Enantioselective addition of organolithiums to C{double bond, long}O and ethers
    • Hodgson D.M. (Ed), Springer, Heidelberg
    • Goldfuss B. Enantioselective addition of organolithiums to C{double bond, long}O and ethers. In: Hodgson D.M. (Ed). Topics in Organometallic Chemistry (2003), Springer, Heidelberg
    • (2003) Topics in Organometallic Chemistry
    • Goldfuss, B.1
  • 54
    • 33748755077 scopus 로고    scopus 로고
    • Reference [12e].
  • 58
    • 0034228887 scopus 로고    scopus 로고
    • 3 as model nucleophile in Pd-catalyzed allylic substitutions see:
    • 3 as model nucleophile in Pd-catalyzed allylic substitutions see:. Delbecq F., and Lapouge C. Organometallics 19 (2000) 2716
    • (2000) Organometallics , vol.19 , pp. 2716
    • Delbecq, F.1    Lapouge, C.2
  • 62
    • 0141741604 scopus 로고    scopus 로고
    • For a recent Hammett study on enantiocontrol in Pd-catalyzed allylic substitutions see:
    • For a recent Hammett study on enantiocontrol in Pd-catalyzed allylic substitutions see:. Constantine R.N., Kim N., and Bunt R.C. Org. Lett. 5 (2003) 2279
    • (2003) Org. Lett. , vol.5 , pp. 2279
    • Constantine, R.N.1    Kim, N.2    Bunt, R.C.3
  • 63
    • 33748747098 scopus 로고    scopus 로고
    • note
    • 3 and pyridine ligands permits the simulation of different P,N-ligands without the bias of chelate ring size. As this computational analysis focuses on intrinsic electronic effects, the external influence of solvents was not considered.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.