메뉴 건너뛰기




Volumn 8, Issue 3, 2016, Pages 209-219

Remote functionalization through alkene isomerization

Author keywords

[No Author keywords available]

Indexed keywords


EID: 84975709027     PISSN: 17554330     EISSN: 17554349     Source Type: Journal    
DOI: 10.1038/nchem.2445     Document Type: Review
Times cited : (457)

References (98)
  • 1
    • 37049121735 scopus 로고
    • Centenary lecture. Biomimetic chemistry
    • Breslow, R. Centenary lecture. Biomimetic chemistry. Chem. Soc. Rev. 1, 553-580 (1972).
    • (1972) Chem. Soc. Rev. , vol.1 , pp. 553-580
    • Breslow, R.1
  • 2
    • 0000707209 scopus 로고
    • Biomimetic control of chemical selectivity
    • Breslow, R. Biomimetic control of chemical selectivity. Acc. Chem. Res. 13, 170-177 (1980).
    • (1980) Acc. Chem. Res. , vol.13 , pp. 170-177
    • Breslow, R.1
  • 3
    • 33845184460 scopus 로고
    • Remote functionalization of C-H and C-C bonds by "naked" transition metal ions (Cosi Fan Tutte)
    • Schwarz, H. Remote functionalization of C-H and C-C bonds by "naked" transition metal ions (Cosi Fan Tutte). Acc. Chem. Res. 22, 282-287 (1989).
    • (1989) Acc. Chem. Res. , vol.22 , pp. 282-287
    • Schwarz, H.1
  • 4
    • 0032871502 scopus 로고    scopus 로고
    • Regulation of stearoyl-CoA desaturase by polyunsaturated fatty acids and cholesterol
    • Ntambi, J. M. Regulation of stearoyl-CoA desaturase by polyunsaturated fatty acids and cholesterol. J. Lipid. Res. 40, 1549-1558 (1999).
    • (1999) J. Lipid. Res. , vol.40 , pp. 1549-1558
    • Ntambi, J.M.1
  • 5
    • 84896265403 scopus 로고    scopus 로고
    • Conformation-induced remote meta-C-H activation of amines
    • Tang, R.-Y., Li, G. & Yu, J.-Q. Conformation-induced remote meta-C-H activation of amines. Nature 507, 215-220 (2014).
    • (2014) Nature , vol.507 , pp. 215-220
    • Tang, R.-Y.1    Li, G.2    Yu, J.-Q.3
  • 6
    • 84925119673 scopus 로고    scopus 로고
    • Ligand-enabled meta-C-H activation using a transient mediator
    • Wang, X.-C & et al. Ligand-enabled meta-C-H activation using a transient mediator. Nature 519, 334-338 (2015).
    • (2015) Nature , vol.519 , pp. 334-338
    • Wang, X.-C.1
  • 7
    • 84929359088 scopus 로고    scopus 로고
    • Simple amine-directed meta-selective C-H arylation via Pd/norbornene catalysis
    • Dong, Z., Wang, J. & Dong, G. Simple amine-directed meta-selective C-H arylation via Pd/norbornene catalysis. J. Am. Chem. Soc. 137, 5887-5890 (2015).
    • (2015) J. Am. Chem. Soc. , vol.137 , pp. 5887-5890
    • Dong, Z.1    Wang, J.2    Dong, G.3
  • 9
    • 84902203402 scopus 로고    scopus 로고
    • Isomerization-hydroformylation tandem reactions
    • Vilches-Herrera, V., Domke, L. & Börner, A. Isomerization-hydroformylation tandem reactions. ACS Catal. 4, 1706-1724 (2014).
    • (2014) ACS Catal. , vol.4 , pp. 1706-1724
    • Vilches-Herrera, V.1    Domke, L.2    Börner, A.3
  • 10
    • 84898962630 scopus 로고    scopus 로고
    • Enantioselective construction of remote quaternary stereocenters
    • Mei, T.-S, Patel, H. H. & Sigman, M. S. Enantioselective construction of remote quaternary stereocenters. Nature 508, 340-344 (2014).
    • (2014) Nature , vol.508 , pp. 340-344
    • Mei, T.-S.1    Patel, H.H.2    Sigman, M.S.3
  • 13
    • 0033750413 scopus 로고    scopus 로고
    • Late-metal catalysts for ethylene homo-and copolymerization
    • Ittel, S. D., Johnson, L. K. & Brookhart, M. Late-metal catalysts for ethylene homo-and copolymerization. Chem. Rev. 100, 1169-1203 (2000).
    • (2000) Chem. Rev. , vol.100 , pp. 1169-1203
    • Ittel, S.D.1    Johnson, L.K.2    Brookhart, M.3
  • 14
    • 0033605733 scopus 로고    scopus 로고
    • Chain walking: A new strategy to control polymer topology
    • Guan, Z. et al. Chain walking: a new strategy to control polymer topology. Science 283, 2059-2062 (1999).
    • (1999) Science , vol.283 , pp. 2059-2062
    • Guan, Z.1
  • 15
    • 84981808305 scopus 로고
    • Allyl-transition metal systems
    • Wilke, G. et al. Allyl-transition metal systems. Angew. Chem. Int. Ed. Engl. 5, 151-164 (1966).
    • (1966) Angew. Chem. Int. Ed. Engl. , vol.5 , pp. 151-164
    • Wilke, G.1
  • 16
    • 33746115798 scopus 로고
    • The isomerisation of octenes catalysed by phosphine complexes of iridium(III)
    • Coffey, R. S. The isomerisation of octenes catalysed by phosphine complexes of iridium(III). Tetrahedron Lett. 6, 3809-38111 (1965).
    • (1965) Tetrahedron Lett. , vol.6 , pp. 3809-38111
    • Coffey, R.S.1
  • 17
    • 77950133092 scopus 로고    scopus 로고
    • Heteroatoms moving protons: Synthetic and mechanistic studies of bifunctional organometallic catalysis
    • Grotjahn, D. B. Heteroatoms moving protons: synthetic and mechanistic studies of bifunctional organometallic catalysis. Pure Appl. Chem. 82, 635-647 (2010).
    • (2010) Pure Appl. Chem. , vol.82 , pp. 635-647
    • Grotjahn, D.B.1
  • 18
    • 84921040377 scopus 로고    scopus 로고
    • Linear-selective hydroarylation of unactivated terminal and internal olefins with trifluoromethyl-substituted arenes
    • Bair, J. S. et al. Linear-selective hydroarylation of unactivated terminal and internal olefins with trifluoromethyl-substituted arenes. J. Am. Chem. Soc. 136, 13098-13010 (2014).
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 13098-13010
    • Bair, J.S.1
  • 19
    • 83555175981 scopus 로고    scopus 로고
    • Mechanism of alkene isomerization by bifunctional ruthenium catalyst: A theoretical study
    • Tao, J., Sun, F. & Fang, T. Mechanism of alkene isomerization by bifunctional ruthenium catalyst: A theoretical study. J. Organomet. Chem. 698, 1-6 (2012).
    • (2012) J. Organomet. Chem. , vol.698 , pp. 1-6
    • Tao, J.1    Sun, F.2    Fang, T.3
  • 20
    • 0001630844 scopus 로고
    • Catalytic isomerization of alkenes by palladium(II) compounds. An alternative mechanistic view
    • Sen, A. & Lai, T.-W. Catalytic isomerization of alkenes by palladium(II) compounds. An alternative mechanistic view. Inorg. Chem. 20, 4036-4038 (1981).
    • (1981) Inorg. Chem. , vol.20 , pp. 4036-4038
    • Sen, A.1    Lai, T.-W.2
  • 21
    • 76349110795 scopus 로고    scopus 로고
    • Silver triflate-catalysed synthesis of γ-lactones from fatty acids
    • Gooßen, L. J., Ohlmann, D. M. & Dierker, M. Silver triflate-catalysed synthesis of γ-lactones from fatty acids. Green Chem. 12, 197-200 (2010).
    • (2010) Green Chem. , vol.12 , pp. 197-200
    • Gooßen, L.J.1    Ohlmann, D.M.2    Dierker, M.3
  • 22
    • 68949101379 scopus 로고    scopus 로고
    • Palladium catalyzed isomerization of alkenes: A pronounced influence of an o-phenyl hydroxyl group
    • Fan, J. et al. Palladium catalyzed isomerization of alkenes: a pronounced influence of an o-phenyl hydroxyl group. Org. Biomol. Chem. 7, 3168-31722 (2009).
    • (2009) Org. Biomol. Chem. , vol.7 , pp. 3168-31722
    • Fan, J.1
  • 23
    • 84905472389 scopus 로고    scopus 로고
    • Well-defined transition metal hydrides in catalytic isomerizations
    • Larionov, E., Li, H. & Mazet, C. Well-defined transition metal hydrides in catalytic isomerizations. Chem. Commun. 50, 9816-9826 (2014).
    • (2014) Chem. Commun. , vol.50 , pp. 9816-9826
    • Larionov, E.1    Li, H.2    Mazet, C.3
  • 24
    • 33748226168 scopus 로고
    • Otto Roelen, pioneer in industrial homogeneous catalysis
    • Cornils, B., Herrmann, W. A. & Rasch, M. Otto Roelen, pioneer in industrial homogeneous catalysis. Angew. Chem. Int. Ed. Engl. 33, 2144-2163 (1994).
    • (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 2144-2163
    • Cornils, B.1    Herrmann, W.A.2    Rasch, M.3
  • 25
    • 0141563346 scopus 로고    scopus 로고
    • Highly selective tandem isomerization-hydroformylation reaction of trans-4-octene to n-nonanal with rhodium-BIPHEPHOS catalysis
    • Behr, A. et al. Highly selective tandem isomerization-hydroformylation reaction of trans-4-octene to n-nonanal with rhodium-BIPHEPHOS catalysis. J. Mol. Catal. A Chem. 206, 179-184 (2003).
    • (2003) J. Mol. Catal. A Chem. , vol.206 , pp. 179-184
    • Behr, A.1
  • 26
    • 0038682049 scopus 로고    scopus 로고
    • Efficient hydride-assisted isomerization of alkenes via rhodium catalysis
    • Morrill, T. C. & D'Souza, C. A. Efficient hydride-assisted isomerization of alkenes via rhodium catalysis. Organometallics 22, 1626-1629 (2003).
    • (2003) Organometallics , vol.22 , pp. 1626-1629
    • Morrill, T.C.1    D'Souza, C.A.2
  • 27
    • 84884821880 scopus 로고    scopus 로고
    • Ruthenium-catalyzed hydroformylation/reduction of olefins to alcohols: Extending the scope to internal alkenes
    • Wu, L. et al. Ruthenium-catalyzed hydroformylation/reduction of olefins to alcohols: extending the scope to internal alkenes. J. Am. Chem. Soc. 135, 14306-14312 (2013).
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 14306-14312
    • Wu, L.1
  • 28
    • 84888388178 scopus 로고    scopus 로고
    • Tandem isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols using Rh/Ru dual-or ternary-catalyst systems
    • Yuki, Y. et al. Tandem isomerization/hydroformylation/hydrogenation of internal alkenes to n-alcohols using Rh/Ru dual-or ternary-catalyst systems. J. Am. Chem. Soc. 135, 17393-17400 (2013).
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 17393-17400
    • Yuki, Y.1
  • 29
    • 0035928650 scopus 로고    scopus 로고
    • Tandem isomerisation-carbonylation catalysis: Highly active palladium(II) catalysts for the selective methoxycarbonylation of internal alkenes to linear esters
    • Pugh, R. I., Drent, E. & Pringle, P. G. Tandem isomerisation-carbonylation catalysis: highly active palladium(ii) catalysts for the selective methoxycarbonylation of internal alkenes to linear esters. Chem. Commun. 2001, 1476-1477 (2001).
    • (2001) Chem. Commun. , vol.2001 , pp. 1476-1477
    • Pugh, R.I.1    Drent, E.2    Pringle, P.G.3
  • 30
    • 4344690820 scopus 로고    scopus 로고
    • Highly selective formation of linear esters from terminal and internal alkenes catalysed by palladium complexes of bis-(di-tert-butylphosphinomethyl)benzene
    • Jimenez Rodriguez, C. et al. Highly selective formation of linear esters from terminal and internal alkenes catalysed by palladium complexes of bis-(di-tert-butylphosphinomethyl)benzene. Chem. Commun. 2004, 1720-1721 (2004).
    • (2004) Chem. Commun. , vol.2004 , pp. 1720-1721
    • Jimenez Rodriguez, C.1
  • 31
    • 33845467017 scopus 로고    scopus 로고
    • Highly selective hydroaminomethylation of internal alkenes to give linear amines
    • Moballigh, A. et al. Highly selective hydroaminomethylation of internal alkenes to give linear amines. Chem. Eur. J. 12, 8979-8988 (2006).
    • (2006) Chem. Eur. J. , vol.12 , pp. 8979-8988
    • Moballigh, A.1
  • 32
    • 0037031649 scopus 로고    scopus 로고
    • Internal olefins to linear amines
    • Seayad, A. et al. Internal olefins to linear amines. Science 297, 1676-1678 (2002).
    • (2002) Science , vol.297 , pp. 1676-1678
    • Seayad, A.1
  • 34
    • 0001085039 scopus 로고
    • Transition-metal-promoted hydroborations of alkenes, emerging methodology for organic transformations
    • Burgess, K. & Ohlmeyer, M. J. Transition-metal-promoted hydroborations of alkenes, emerging methodology for organic transformations. Chem. Rev. 91, 1179-1191 (1991).
    • (1991) Chem. Rev. , vol.91 , pp. 1179-1191
    • Burgess, K.1    Ohlmeyer, M.J.2
  • 35
    • 0029947251 scopus 로고    scopus 로고
    • A study of hydroboration of alkenes and alkynes with pinacolborane catalyzed by transition metals
    • Pereira, S. & Srebnik, M. A study of hydroboration of alkenes and alkynes with pinacolborane catalyzed by transition metals. Tetrahedron Lett. 37, 3283-3286 (1996).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 3283-3286
    • Pereira, S.1    Srebnik, M.2
  • 36
    • 74849102351 scopus 로고    scopus 로고
    • Dramatic effect of Lewis acids on the rhodium-catalyzed hydroboration of olefins
    • Lata, C. J. & Crudden, C. M. Dramatic effect of Lewis acids on the rhodium-catalyzed hydroboration of olefins. J. Am. Chem. Soc. 132, 131-137 (2010).
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 131-137
    • Lata, C.J.1    Crudden, C.M.2
  • 37
    • 0000526264 scopus 로고
    • Mechanistic study of the rhodium(I)-catalyzed hydroboration reaction
    • Evans, D. A., Fu, G. C. & Anderson, B. A. Mechanistic study of the rhodium(I)-catalyzed hydroboration reaction. J. Am. Chem. Soc. 114, 6679-6685 (1992).
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 6679-6685
    • Evans, D.A.1    Fu, G.C.2    Anderson, B.A.3
  • 38
    • 0001105772 scopus 로고    scopus 로고
    • Transition metal-catalyzed hydroboration of and CCl4 addition to alkenes
    • Pereira, S. & Srebnik, M. Transition metal-catalyzed hydroboration of and CCl4 addition to alkenes. J. Am. Chem. Soc. 118, 909-910 (1996).
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 909-910
    • Pereira, S.1    Srebnik, M.2
  • 39
    • 14644422587 scopus 로고    scopus 로고
    • One-pot carbon monoxide-free hydroformylation of internal olefins to terminal aldehydes
    • Edwards, D. R., Crudden, C. M. & Yam, K. One-pot carbon monoxide-free hydroformylation of internal olefins to terminal aldehydes. Adv. Synth. Catal. 347, 50-54 (2005).
    • (2005) Adv. Synth. Catal. , vol.347 , pp. 50-54
    • Edwards, D.R.1    Crudden, C.M.2    Yam, K.3
  • 40
    • 5644269053 scopus 로고    scopus 로고
    • Iridium-catalyzed hydroboration of alkenes with pinacolborane
    • Yamamoto, Y. et al. Iridium-catalyzed hydroboration of alkenes with pinacolborane. Tetrahedron 60, 10695-10700 (2004).
    • (2004) Tetrahedron , vol.60 , pp. 10695-10700
    • Yamamoto, Y.1
  • 41
    • 84879241186 scopus 로고    scopus 로고
    • Highly selective bis(imino)pyridine iron-catalyzed alkene hydroboration
    • Obligacion, J. V. & Chirik, P. J. Highly selective bis(imino)pyridine iron-catalyzed alkene hydroboration. Org. Lett. 15, 2680-2683 (2013).
    • (2013) Org. Lett. , vol.15 , pp. 2680-2683
    • Obligacion, J.V.1    Chirik, P.J.2
  • 42
    • 84891337963 scopus 로고    scopus 로고
    • Bis(imino)pyridine cobalt catalyzed alkene isomerization-hydroboration: A strategy for remote hydrofunctionalization with terminal selectivity
    • Obligacion, J. V. & Chirik, P. J. Bis(imino)pyridine cobalt catalyzed alkene isomerization-hydroboration: a strategy for remote hydrofunctionalization with terminal selectivity. J. Am. Chem. Soc. 135, 19107-19110 (2013).
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 19107-19110
    • Obligacion, J.V.1    Chirik, P.J.2
  • 43
    • 84922784238 scopus 로고    scopus 로고
    • High-activity cobalt catalysts for alkene hydroboration with electronically responsive terpyridine and α-diimine ligands
    • Palmer, W. N. et al. High-activity cobalt catalysts for alkene hydroboration with electronically responsive terpyridine and α-diimine ligands. ACS Catal. 5, 622-626 (2015).
    • (2015) ACS Catal. , vol.5 , pp. 622-626
    • Palmer, W.N.1
  • 44
    • 84941754387 scopus 로고    scopus 로고
    • (N-Phosphinoamidinate)cobalt-catalyzed hydroboration: Alkene isomerization affords terminal selectivity
    • Ruddy, A. J. et al. (N-Phosphinoamidinate)cobalt-catalyzed hydroboration: alkene isomerization affords terminal selectivity. Chem. Eur. J. 20, 13918-13922 (2014).
    • (2014) Chem. Eur. J. , vol.20 , pp. 13918-13922
    • Ruddy, A.J.1
  • 45
    • 79955485451 scopus 로고    scopus 로고
    • Recent advances and actual challenges in late transition metal catalyzed hydrosilylation of olefins from an industrial point of view
    • Troegel, D. & Stohrer, J. Recent advances and actual challenges in late transition metal catalyzed hydrosilylation of olefins from an industrial point of view. Coord. Chem. Rev. 255, 1440-1459 (2011).
    • (2011) Coord. Chem. Rev. , vol.255 , pp. 1440-1459
    • Troegel, D.1    Stohrer, J.2
  • 47
    • 33947464186 scopus 로고
    • The addition of silicon hydrides to olefinic double bonds. Part III. The addition to non-terminal olefins in the presence of chloroplatinic acid
    • Saam, J. C. & Speier, J. L. The addition of silicon hydrides to olefinic double bonds. Part III. The addition to non-terminal olefins in the presence of chloroplatinic acid. J. Am. Chem. Soc. 80, 4104-4106 (1958).
    • (1958) J. Am. Chem. Soc. , vol.80 , pp. 4104-4106
    • Saam, J.C.1    Speier, J.L.2
  • 48
    • 84906739761 scopus 로고    scopus 로고
    • Bis(imino)pyridine cobalt-catalyzed dehydrogenative silylation of alkenes: Scope, mechanism, and origins of selective allylsilane formation
    • Atienza, C. C. H. et al. Bis(imino)pyridine cobalt-catalyzed dehydrogenative silylation of alkenes: scope, mechanism, and origins of selective allylsilane formation. J. Am. Chem. Soc. 136, 12108-12118 (2014).
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 12108-12118
    • Atienza, C.C.H.1
  • 50
    • 33645008213 scopus 로고    scopus 로고
    • A zirconium promenade-an efficient tool in organic synthesis
    • Marek, I. Chinkov, N. & Levin, A. A zirconium promenade-an efficient tool in organic synthesis. Synlett 2006, 501-514 (2006).
    • (2006) Synlett , vol.2006 , pp. 501-514
    • Marek, I.1    Chinkov, N.2    Levin, A.3
  • 51
    • 0000385032 scopus 로고
    • Hydrozirconation isomerization-reactions of terminally functionalized olefins with zirconocene hydrides and general aspects
    • Annby, U. et al. Hydrozirconation isomerization-reactions of terminally functionalized olefins with zirconocene hydrides and general aspects. Acta Chem. Scand. 47, 425-433 (1993).
    • (1993) Acta Chem. Scand. , vol.47 , pp. 425-433
    • Annby, U.1
  • 52
    • 0011811726 scopus 로고
    • Novel synthesis of long-chain primary alkyl compounds
    • Gibson, T. & Tulich, L. Novel synthesis of long-chain primary alkyl compounds. J. Org. Chem. 46, 1821-1823 (1981).
    • (1981) J. Org. Chem. , vol.46 , pp. 1821-1823
    • Gibson, T.1    Tulich, L.2
  • 53
    • 0030607168 scopus 로고    scopus 로고
    • Synthetic applications of organochlorozirconocene complexes
    • Wipf, P. & Jahn, H. Synthetic applications of organochlorozirconocene complexes. Tetrahedron 52, 12853-12910 (1996).
    • (1996) Tetrahedron , vol.52 , pp. 12853-12910
    • Wipf, P.1    Jahn, H.2
  • 54
    • 0003020594 scopus 로고
    • Transmetalation reactions of organozirconocenes: A general, selective, and facile synthesis of ketones from acid chlorides
    • Wipf, P. & Xu, W. Transmetalation reactions of organozirconocenes: a general, selective, and facile synthesis of ketones from acid chlorides. Synlett 1992, 718-721 (1992).
    • (1992) Synlett , vol.1992 , pp. 718-721
    • Wipf, P.1    Xu, W.2
  • 55
    • 0000266862 scopus 로고
    • Transmetalation reactions of alkylzirconocenes: Copper-catalyzed conjugate addition to enones
    • Wipf, P. & Smitrovich, J. H. Transmetalation reactions of alkylzirconocenes: copper-catalyzed conjugate addition to enones. J. Org. Chem. 56, 6494-6496 (1991).
    • (1991) J. Org. Chem. , vol.56 , pp. 6494-6496
    • Wipf, P.1    Smitrovich, J.H.2
  • 56
    • 84925360364 scopus 로고    scopus 로고
    • Asymmetric remote C-H functionalization: Use of internal olefins in tandem hydrometallation-isomerization-asymmetric conjugate addition sequences
    • Mola, L., Sidera, M. & Fletcher, S. P. Asymmetric remote C-H functionalization: use of internal olefins in tandem hydrometallation-isomerization-asymmetric conjugate addition sequences. Aust. J. Chem. 68, 401-403 (2015).
    • (2015) Aust. J. Chem. , vol.68 , pp. 401-403
    • Mola, L.1    Sidera, M.2    Fletcher, S.P.3
  • 57
    • 0037239704 scopus 로고    scopus 로고
    • Transposition of allylic alcohols into carbonyl compounds mediated by transition metal complexes
    • Uma, R., Crévisy, C. & Grée, R. Transposition of allylic alcohols into carbonyl compounds mediated by transition metal complexes. Chem. Rev. 103, 27-51 (2003).
    • (2003) Chem. Rev. , vol.103 , pp. 27-51
    • Uma, R.1    Crévisy, C.2    Grée, R.3
  • 58
    • 4243745756 scopus 로고
    • Transformation of organic compounds in the presence of metal complexes. I. Transformations of unsaturated alcohols with metal complex catalysts
    • Felfödi, K. & Bartók, M. Transformation of organic compounds in the presence of metal complexes. I. Transformations of unsaturated alcohols with metal complex catalysts. J. Organomet. Chem. 297, c37-c40 (1985).
    • (1985) J. Organomet. Chem. , vol.297 , pp. c37-c40
    • Felfödi, K.1    Bartók, M.2
  • 59
    • 0035951548 scopus 로고    scopus 로고
    • Cycloisomerization of functionalized 1, 5-and 1,6-dienes catalyzed by cationic palladium phenanthroline complexes
    • Kisanga, P., Goj, L. A. & Widenhoefer, R. A. Cycloisomerization of functionalized 1, 5-and 1,6-dienes catalyzed by cationic palladium phenanthroline complexes. J. Org. Chem. 66, 635-637 (2001).
    • (2001) J. Org. Chem. , vol.66 , pp. 635-637
    • Kisanga, P.1    Goj, L.A.2    Widenhoefer, R.A.3
  • 60
    • 0035860992 scopus 로고    scopus 로고
    • Mechanistic studies of the cycloisomerization of dimethyl diallylmalonate catalyzed by a cationic palladium phenanthroline complex
    • Goj, L. A. & Widenhoefer, R. A. Mechanistic studies of the cycloisomerization of dimethyl diallylmalonate catalyzed by a cationic palladium phenanthroline complex. J. Am. Chem. Soc. 123, 11133-11147 (2001).
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 11133-11147
    • Goj, L.A.1    Widenhoefer, R.A.2
  • 61
    • 84915751064 scopus 로고    scopus 로고
    • Scope and mechanism in palladium-catalyzed isomerizations of highly substituted allylic, homoallylic and alkenyl alcohols
    • Larionov, E. et al. Scope and mechanism in palladium-catalyzed isomerizations of highly substituted allylic, homoallylic and alkenyl alcohols. J. Am. Chem. Soc. 136, 16882-16894 (2014).
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 16882-16894
    • Larionov, E.1
  • 62
    • 84867345621 scopus 로고    scopus 로고
    • Chain-walking strategy for organic synthesis: Catalytic cycloisomerization of 1,n-dienes
    • Kochi, T. et al. Chain-walking strategy for organic synthesis: catalytic cycloisomerization of 1,n-dienes. J. Am. Chem. Soc. 134, 16544-16547 (2012).
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 16544-16547
    • Kochi, T.1
  • 63
    • 84864705696 scopus 로고    scopus 로고
    • Transition-metal-catalyzed cycloisomerizations of α,ω-dienes
    • Yamamoto, Y. Transition-metal-catalyzed cycloisomerizations of α,ω-dienes. Chem. Rev. 112, 4736-4769 (2012).
    • (2012) Chem. Rev. , vol.112 , pp. 4736-4769
    • Yamamoto, Y.1
  • 64
    • 0034733140 scopus 로고    scopus 로고
    • Isomerization reaction of olefin using RuClH(CO)(Ph3)3
    • Wakamatsu, H. et al. Isomerization reaction of olefin using RuClH(CO)(Ph3)3. J. Org. Chem. 65, 3966-3970 (2000).
    • (2000) J. Org. Chem. , vol.65 , pp. 3966-3970
    • Wakamatsu, H.1
  • 65
    • 33645415472 scopus 로고    scopus 로고
    • 3-catalyzed chemoselective transfer-hydrogenation of enones leading to saturated ketones
    • 3-catalyzed chemoselective transfer-hydrogenation of enones leading to saturated ketones. Synlett 2006, 721-724 (2006).
    • (2006) Synlett , vol.2006 , pp. 721-724
    • Doi, T.1
  • 66
    • 33646923706 scopus 로고    scopus 로고
    • 3
    • 3. Chem. Commun. 2006, 1875-1877 (2006).
    • (2006) Chem. Commun. , vol.2006 , pp. 1875-1877
    • Doi, T.1
  • 67
    • 34547183280 scopus 로고    scopus 로고
    • Ruthenium hydride catalyzed regioselective addition of aldehydes to enones to give 1,3-diketones
    • Fukuyama, T. et al. Ruthenium hydride catalyzed regioselective addition of aldehydes to enones to give 1,3-diketones. Angew. Chem. Int. Ed. 46, 5559-5561 (2007).
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 5559-5561
    • Fukuyama, T.1
  • 68
    • 0042707547 scopus 로고
    • A palladium-catalyzed arylation of allylic alcohols with aryl halides
    • Molpolder, J. B. & Heck, R. F. A palladium-catalyzed arylation of allylic alcohols with aryl halides. J. Org. Chem. 41, 265-272 (1976).
    • (1976) J. Org. Chem. , vol.41 , pp. 265-272
    • Molpolder, J.B.1    Heck, R.F.2
  • 69
    • 0001362633 scopus 로고
    • Palladium-catalyzed vinyl substitution reactions. II. Synthesis of aryl substituted allylic alcohols, aldehydes, and ketones from aryl halides and unsaturated alcohols
    • Chalk, A. J. & Magennis, S. A. Palladium-catalyzed vinyl substitution reactions. II. Synthesis of aryl substituted allylic alcohols, aldehydes, and ketones from aryl halides and unsaturated alcohols. J. Org. Chem. 41, 1206-1209 (1976).
    • (1976) J. Org. Chem. , vol.41 , pp. 1206-1209
    • Chalk, A.J.1    Magennis, S.A.2
  • 70
    • 0001133391 scopus 로고
    • The palladium catalyzed thienylation of allylic alcohols with 2-bromothiophenes and their derivatives
    • Tamaru, Y., Yamada, Y. & Yoshida, Z.-I. The palladium catalyzed thienylation of allylic alcohols with 2-bromothiophenes and their derivatives. Tetrahedron 35, 329-340 (1979).
    • (1979) Tetrahedron , vol.35 , pp. 329-340
    • Tamaru, Y.1    Yamada, Y.2    Yoshida, Z.-I.3
  • 71
    • 0024803101 scopus 로고
    • Synthesis of aryl-substituted aldehydes and ketones via palladium-catalyzed coupling of aryl halides and non-allylic unsaturated alcohols
    • Larock, R. C., Leung, W.-Y. & Stoltz-Dunn, S. Synthesis of aryl-substituted aldehydes and ketones via palladium-catalyzed coupling of aryl halides and non-allylic unsaturated alcohols. Tetrahedron Lett. 30, 6629-6632 (1989).
    • (1989) Tetrahedron Lett. , vol.30 , pp. 6629-6632
    • Larock, R.C.1    Leung, W.-Y.2    Stoltz-Dunn, S.3
  • 72
    • 33751157390 scopus 로고
    • Synthesis of aryl-substituted allylic amines via palladium-catalyzed coupling of aryl iodides, non-conjugated dienes, and amines
    • Larock, R. C. et al. Synthesis of aryl-substituted allylic amines via palladium-catalyzed coupling of aryl iodides, non-conjugated dienes, and amines. J. Org. Chem. 59, 8107-8114 (1994).
    • (1994) J. Org. Chem. , vol.59 , pp. 8107-8114
    • Larock, R.C.1
  • 73
    • 0000842555 scopus 로고
    • Palladium-catalyzed coupling of aryl iodides, nonconjugated dienes, and carbon nucleophiles by palladium migration
    • Larock, R. C., Lu, Y. & Bain, A. C. Palladium-catalyzed coupling of aryl iodides, nonconjugated dienes, and carbon nucleophiles by palladium migration. J. Org. Chem. 56, 4589-4590 (1991).
    • (1991) J. Org. Chem. , vol.56 , pp. 4589-4590
    • Larock, R.C.1    Lu, Y.2    Bain, A.C.3
  • 74
    • 0037453626 scopus 로고    scopus 로고
    • Synthesis of naturally occurring pyridine alkaloids via palladium-catalyzed coupling/migration chemistry
    • Wang, Y., Dong, X. & Larock, R. C. Synthesis of naturally occurring pyridine alkaloids via palladium-catalyzed coupling/migration chemistry. J. Org. Chem. 68, 3090-3098 (2003).
    • (2003) J. Org. Chem. , vol.68 , pp. 3090-3098
    • Wang, Y.1    Dong, X.2    Larock, R.C.3
  • 75
    • 84871083602 scopus 로고    scopus 로고
    • Enantioselective Heck arylations of acyclic alkenyl alcohols using a redox-relay strategy
    • Werner, E. W. et al. Enantioselective Heck arylations of acyclic alkenyl alcohols using a redox-relay strategy. Science 338, 1455-1458 (2012).
    • (2012) Science , vol.338 , pp. 1455-1458
    • Werner, E.W.1
  • 76
    • 84925260982 scopus 로고    scopus 로고
    • Palladium-catalyzed enantioselective Heck alkenylation of acyclic alkenols using a redox-relay strategy
    • Patel, H. H. & Sigman, M. S. Palladium-catalyzed enantioselective Heck alkenylation of acyclic alkenols using a redox-relay strategy. J. Am. Chem. Soc. 137, 3462-3465 (2015).
    • (2015) J. Am. Chem. Soc. , vol.137 , pp. 3462-3465
    • Patel, H.H.1    Sigman, M.S.2
  • 77
    • 84877287843 scopus 로고    scopus 로고
    • Enantioselective redox-relay oxidative Heck arylations of acyclic alkenyl alcohols using boronic acids
    • Mei, T.-S. et al. Enantioselective redox-relay oxidative Heck arylations of acyclic alkenyl alcohols using boronic acids. J. Am. Chem. Soc. 135, 6830-6833 (2013).
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 6830-6833
    • Mei, T.-S.1
  • 78
    • 84893023130 scopus 로고    scopus 로고
    • A computational mechanistic study of an unprecedented Heck-type relay reaction: Insight into the origins of regio-and enantioselectivities
    • Dang, Y. et al. A computational mechanistic study of an unprecedented Heck-type relay reaction: insight into the origins of regio-and enantioselectivities. J. Am. Chem. Soc. 136, 986-988 (2014).
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 986-988
    • Dang, Y.1
  • 79
    • 84919625245 scopus 로고    scopus 로고
    • Investigating the nature of palladium chain-walking in the enantioselective redox-relay Heck reaction of alkenyl alcohols
    • Hilton, M. J. et al. Investigating the nature of palladium chain-walking in the enantioselective redox-relay Heck reaction of alkenyl alcohols. J. Org. Chem. 79, 11841-11850 (2014).
    • (2014) J. Org. Chem. , vol.79 , pp. 11841-11850
    • Hilton, M.J.1
  • 80
    • 84893790795 scopus 로고    scopus 로고
    • Mechanism, reactivity and selectivity in palladium-catalyzed redox-relay Heck arylation of alkenyl alcohols
    • Xu, L. et al. Mechanism, reactivity and selectivity in palladium-catalyzed redox-relay Heck arylation of alkenyl alcohols. J. Am. Chem. Soc. 136, 1960-1967 (2014).
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 1960-1967
    • Xu, L.1
  • 81
    • 34547824474 scopus 로고    scopus 로고
    • Extensive isomerization of alkenes using a bifunctional catalyst: An alkene zipper
    • Grotjahn, D. B. et al. Extensive isomerization of alkenes using a bifunctional catalyst: an alkene zipper. J. Am. Chem. Soc. 129, 9592-9593 (2007).
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 9592-9593
    • Grotjahn, D.B.1
  • 82
    • 68049100409 scopus 로고    scopus 로고
    • Mild and selective deuteration and isomerization of alkenes by a bifunctional catalyst and deuterium oxide
    • Erdogan, G. & Grotjahn, D. B. Mild and selective deuteration and isomerization of alkenes by a bifunctional catalyst and deuterium oxide. J. Am. Chem. Soc. 131, 10354-10355 (2009).
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 10354-10355
    • Erdogan, G.1    Grotjahn, D.B.2
  • 83
    • 30444439065 scopus 로고    scopus 로고
    • Unsaturated fatty alcohol derivatives as a source of substituted allylzirconocene
    • Chinkov, N., Levin, A. & Marek, I. Unsaturated fatty alcohol derivatives as a source of substituted allylzirconocene. Angew. Chem. Int. Ed. 45, 465-468 (2006).
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 465-468
    • Chinkov, N.1    Levin, A.2    Marek, I.3
  • 84
    • 20644436570 scopus 로고
    • Reaction of zirconocene dichloride with alkyllithiums or alkyl Grignard reagents as a convenient method for generating a "zirconocene" equivalent and its use in zirconium-promoted cyclization of alkenes, alkynes, dienes, enynes, and diynes
    • Negishi, E.-I., Cederbaum, F. E. & Takahashi, T. Reaction of zirconocene dichloride with alkyllithiums or alkyl Grignard reagents as a convenient method for generating a "zirconocene" equivalent and its use in zirconium-promoted cyclization of alkenes, alkynes, dienes, enynes, and diynes. Tetrahedon Lett. 27, 2829-2832 (1986).
    • (1986) Tetrahedon Lett. , vol.27 , pp. 2829-2832
    • Negishi, E.-I.1    Cederbaum, F.E.2    Takahashi, T.3
  • 85
    • 0142213966 scopus 로고    scopus 로고
    • Stereoselective preparation of dienyl zirconocene complexes via a tandem allylic C-H bond activation-elimination sequence
    • Chinkov, N., Majumdar, S. & Marek, I. Stereoselective preparation of dienyl zirconocene complexes via a tandem allylic C-H bond activation-elimination sequence. J. Am. Chem. Soc. 125, 13258-13264 (2003).
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 13258-13264
    • Chinkov, N.1    Majumdar, S.2    Marek, I.3
  • 86
    • 84881252659 scopus 로고    scopus 로고
    • Enantioselective synthesis of anti homoallylic alcohols from terminal alkynes and aldehydes based on concomitant use of cationic iridium complex and a chiral phosphoric acid
    • Miura, T. et al. Enantioselective synthesis of anti homoallylic alcohols from terminal alkynes and aldehydes based on concomitant use of cationic iridium complex and a chiral phosphoric acid. J. Am. Chem. Soc. 135, 11497-11500 (2013).
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 11497-11500
    • Miura, T.1
  • 87
    • 80051514725 scopus 로고    scopus 로고
    • Regioselective synthesis of β-aryl-and β-amino-substituted aliphatic esters by rhodium-catalyzed tandem double-bond migration/conjugate addition
    • Ohlmann, D. M., Gooßen, L. J. & Dierker, M. Regioselective synthesis of β-aryl-and β-amino-substituted aliphatic esters by rhodium-catalyzed tandem double-bond migration/conjugate addition. Chem. Eur. J. 17, 9508-9519 (2011).
    • (2011) Chem. Eur. J. , vol.17 , pp. 9508-9519
    • Ohlmann, D.M.1    Gooß2    en, L.J.3    Dierker, M.4
  • 88
    • 0033119285 scopus 로고    scopus 로고
    • Metal insertion into C-C bonds in solution
    • Rybtchinski, B. & Milstein, D. Metal insertion into C-C bonds in solution. Angew. Chem. Int. Ed. 38, 870-883 (1999).
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 870-883
    • Rybtchinski, B.1    Milstein, D.2
  • 89
    • 84860610952 scopus 로고    scopus 로고
    • Transition-metal-mediated cleavage and activation of C-C single bonds
    • Ruhland, K. Transition-metal-mediated cleavage and activation of C-C single bonds. Eur. J. Org. Chem. 2012, 2683-2706 (2012).
    • (2012) Eur. J. Org. Chem. , vol.2012 , pp. 2683-2706
    • Ruhland, K.1
  • 90
    • 84923022319 scopus 로고    scopus 로고
    • Selective carbon-carbon bond cleavage for the stereoselective synthesis of acyclic systems
    • Marek, I. et al. Selective carbon-carbon bond cleavage for the stereoselective synthesis of acyclic systems. Angew. Chem. Int. Ed. 54, 414-429 (2015).
    • (2015) Angew. Chem. Int. Ed. , vol.54 , pp. 414-429
    • Marek, I.1
  • 91
    • 0000206423 scopus 로고
    • Catalysts derived from ruthenium and iridium for the ring-opening polymerization of cycloolefins
    • Porri, L. et al. Catalysts derived from ruthenium and iridium for the ring-opening polymerization of cycloolefins. Makromol. Chem. 176, 3121-3125 (1975).
    • (1975) Makromol. Chem. , vol.176 , pp. 3121-3125
    • Porri, L.1
  • 92
    • 37049067288 scopus 로고
    • An iridium-based catalyst system for metathesis/isomerization of acyclic olefins including methyl oleate
    • France, M. B., Feldman, J. & Grubbs, R. H. An iridium-based catalyst system for metathesis/isomerization of acyclic olefins including methyl oleate. J. Chem. Soc. Chem. Commun. 1994, 1307-1308 (1994).
    • (1994) J. Chem. Soc. Chem. Commun. , vol.1994 , pp. 1307-1308
    • France, M.B.1    Feldman, J.2    Grubbs, R.H.3
  • 93
    • 78649382856 scopus 로고    scopus 로고
    • Tandem isomerization-metathesis catalytic processes of linear olefins in ionic liquid biphasic system
    • Consorti, C. S., Aydos, G. L. P. & Dupont, J. Tandem isomerization-metathesis catalytic processes of linear olefins in ionic liquid biphasic system. Chem. Commun. 46, 9058-9060 (2010).
    • (2010) Chem. Commun. , vol.46 , pp. 9058-9060
    • Consorti, C.S.1    Aydos, G.L.P.2    Dupont, J.3
  • 94
    • 84865405024 scopus 로고    scopus 로고
    • Isomerizing olefin metathesis as a strategy to access defined distributions of unsaturated compounds from fatty acids
    • Ohlmann, D. M. et al. Isomerizing olefin metathesis as a strategy to access defined distributions of unsaturated compounds from fatty acids. J. Am. Chem. Soc. 134, 13716-13729 (2012).
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 13716-13729
    • Ohlmann, D.M.1
  • 95
    • 84907612601 scopus 로고    scopus 로고
    • A one-pot tandem olefin isomerization/metathesis-coupling (ISOMET) reaction
    • Dobereiner, G. E. et al. A one-pot tandem olefin isomerization/metathesis-coupling (ISOMET) reaction. ACS Catal. 4, 3069-3076 (2014).
    • (2014) ACS Catal. , vol.4 , pp. 3069-3076
    • Dobereiner, G.E.1
  • 96
    • 84911895399 scopus 로고    scopus 로고
    • Synthesis of tsetse fly attractants from a cashew nut shell extract by isomerising metathesis
    • Baader, S. et al. Synthesis of tsetse fly attractants from a cashew nut shell extract by isomerising metathesis. Green Chem. 16, 4885-4890 (2014).
    • (2014) Green Chem. , vol.16 , pp. 4885-4890
    • Baader, S.1
  • 97
    • 84892372976 scopus 로고    scopus 로고
    • Merging allylic C-H activation and selective C-C bond activation
    • Masarwa, A. et al. Merging allylic C-H activation and selective C-C bond activation. Nature 505, 199-203 (2014).
    • (2014) Nature , vol.505 , pp. 199-203
    • Masarwa, A.1
  • 98
    • 84928136254 scopus 로고    scopus 로고
    • Remote functionalization of hydrocarbons with reversibility enhanced stereocontrol
    • Vasseur, A. et al. Remote functionalization of hydrocarbons with reversibility enhanced stereocontrol. Chem. Sci. 6, 2770-2776 (2015).
    • (2015) Chem. Sci. , vol.6 , pp. 2770-2776
    • Vasseur, A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.