메뉴 건너뛰기




Volumn 15, Issue 4, 2010, Pages 2453-2472

Bifunctional catalysis: Direct reductive amination of aliphatic ketones with an iridium-phosphate catalyst

Author keywords

Aliphatic ketones; Asymmetric hydrogenation; Bifunctional catalyst; Chiral amines; Reductive amination

Indexed keywords

AMINE; IRIDIUM; KETONE; PHOSPHATE;

EID: 77951870308     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules15042453     Document Type: Article
Times cited : (52)

References (49)
  • 2
    • 0031718551 scopus 로고    scopus 로고
    • Clinical pharmacology of rivastigmine: A new-generation acetylcholinesterase inhibitor for the treatment of Alzheimer's disease
    • DOI 10.1016/S0149-2918(98)80127-6
    • Polinsky, R.J. Clinical pharmacology of rivastigmine: A new-generation acetylcholinesterase inhibitor for the treatment of Alzheimer's disease. Clin. Ther. 1998, 20, 634-647. (Pubitemid 28421485)
    • (1998) Clinical Therapeutics , vol.20 , Issue.4 , pp. 634-647
    • Polinsky, R.J.1
  • 3
    • 0034808093 scopus 로고    scopus 로고
    • Repaglinide: A review of its therapeutic use in type 2 diabetes mellitus
    • Culy, C.R.; Jarvis, B. Repaglinide - A review of its therapeutic use in type 2 diabetes mellitus. Drugs 2001, 61, 1625-1660. (Pubitemid 32905281)
    • (2001) Drugs , vol.61 , Issue.11 , pp. 1625-1660
    • Culy, C.R.1    Jarvis, B.2
  • 7
    • 84890991974 scopus 로고    scopus 로고
    • Enantioselective hydrogenation of C=N functions and enamines
    • e Vries, J.G., Elsevier, C.J., Eds.; Wiley-VCH: Weinheim, Germany
    • Blaser, H.U.; Spindler, F. Enantioselective hydrogenation of C=N functions and enamines. In Handbook of Homogeneous Hydrogenation; De Vries, J.G., Elsevier, C.J., Eds.; Wiley-VCH: Weinheim, Germany, 2007; Volume 3, pp. 1193-1214.
    • (2007) Handbook of Homogeneous Hydrogenation , vol.3 , pp. 1193-1214
    • Blaser, H.U.1    Spindler, F.2
  • 8
    • 7044229833 scopus 로고    scopus 로고
    • Application of phosphine-oxazoline ligands in Ir-catalyzed asymmetric hydrogenation of acyclic aromatic N-arylimines
    • Trifonova, A.; Diesen, J.S.; Chapman, C.J.; Andersson, P.G. Application of phosphine-oxazoline ligands in Ir-catalyzed asymmetric hydrogenation of acyclic aromatic N-arylimines. Org. Lett. 2004, 6, 3825-3827.
    • (2004) Org. Lett. , vol.6 , pp. 3825-3827
    • Trifonova, A.1    Diesen, J.S.2    Chapman, C.J.3    Andersson, P.G.4
  • 9
    • 24744453504 scopus 로고    scopus 로고
    • Enantioselective reduction of imines catalyzed by a rhenium (V)-oxo complex
    • Nolin, K.A.; Ahn, R.W.; Toste, F.D. Enantioselective reduction of imines catalyzed by a rhenium(V)-oxo complex. J. Am. Chem. Soc. 2005, 127, 12462-12463.
    • (2005) J. Am. Chem. Soc. , Issue.127 , pp. 12462-12463
    • Nolin, K.A.1    Ahn, R.W.2    Toste, F.D.3
  • 10
    • 28244467432 scopus 로고    scopus 로고
    • Diphenylphosphanylsulfoximines as ligands in iridium-catalyzed asymmetric imine hydrogenations
    • DOI 10.1002/anie.200502482
    • Moessner, C.; Bolm, C. Diphenylphosphanylsulfoximines as ligands in iridium-catalyzed asymmetric imine hydrogenations. Angew. Chem.-Int. Ed. 2005, 44, 7564-7567. (Pubitemid 41713715)
    • (2005) Angewandte Chemie - International Edition , vol.44 , Issue.46 , pp. 7564-7567
    • Moessner, C.1    Bolm, C.2
  • 11
    • 33746217442 scopus 로고    scopus 로고
    • A highly enantioselective, Pd-TangPhos-catalyzed hydrogenation of N-tosylimines
    • DOI 10.1002/anie.200600263
    • Yang, Q.; Shang, G.; Gao, W.; Deng, J.; Zhang, X. A highly enantioselective, Pd-TangPhoscatalyzed hydrogenation of N-tosylimines. Angew. Chem.-Int. Ed. 2006, 45, 3832-3835. (Pubitemid 44098935)
    • (2006) Angewandte Chemie - International Edition , vol.45 , Issue.23 , pp. 3832-3835
    • Yang, Q.1    Shang, G.2    Gao, W.3    Deng, J.4    Zhang, X.5
  • 12
    • 33749521436 scopus 로고    scopus 로고
    • Well-defined chiral spiro iridium/phosphine-oxazoline cationic complexes for highly enantioselective hydrogenation of imines at ambient pressure
    • DOI 10.1021/ja063444p
    • Zhu, S.F.; Xie, J.B.; Zhang, Y.Z.; Li, S.; Zhou, Q.L. Well-defined chiral spiro iridium/phosphineoxazoline cationic complexes for highly enantioselective hydrogenation of imines at ambient pressure. J. Am. Chem. Soc. 2006, 128, 12886-12891. (Pubitemid 44527765)
    • (2006) Journal of the American Chemical Society , vol.128 , Issue.39 , pp. 12886-12891
    • Zhu, S.-F.1    Xie, J.-B.2    Zhang, Y.-Z.3    Li, S.4    Zhou, Q.-L.5
  • 13
    • 34250782058 scopus 로고    scopus 로고
    • Mixtures of chiral phosphorous acid diesters and achiral P ligands in the enantio- and diastereoselective hydrogenation of ketimines
    • DOI 10.1002/anie.200700533
    • Reetz, M.T.; Bondarev, O. Mixtures of chiral phosphorous acid diesters and achiral Pligands in the enantio- and diastereoselective hydrogenation of ketimines. Angew. Chem.-Int. Ed. 2007, 46, 4523-4526. (Pubitemid 46954609)
    • (2007) Angewandte Chemie - International Edition , vol.46 , Issue.24 , pp. 4523-4526
    • Reetz, M.T.1    Bondarev, O.2
  • 14
    • 54249139518 scopus 로고    scopus 로고
    • Hydrogenation of quinolines using a recyclable phosphine-free chiral cationic ruthenium catalyst: Enhancement of catalyst stability and selectivity in an ionic liquid
    • Zhou, H.F.; Li, Z.W.; Wang, Z.J.; Wang, T.L.; Xu, L.J.; He, Y.; Fan, Q.H.; Pan, J.; Gu, L.Q.; Chan, A.S.C. Hydrogenation of quinolines using a recyclable phosphine-free chiral cationic ruthenium catalyst: enhancement of catalyst stability and selectivity in an ionic liquid. Angew. Chem.-Int. Edit. 2008, 47, 8464-8467.
    • (2008) Angew. Chem.-Int. Edit. , vol.47 , pp. 8464-8467
    • Zhou, H.F.1    Li, Z.W.2    Wang, Z.J.3    Wang, T.L.4    Xu, L.J.5    He, Y.6    Fan, Q.H.7    Pan, J.8    Gu, L.Q.9    Chan, A.S.C.10
  • 15
    • 61849084249 scopus 로고    scopus 로고
    • Remarkable positive effect of silver salts on asymmetric hydrogenation of acyclic imines with Cp*Ir complexes bearing chiral N-sulfonylated diamine ligands
    • Shirai, S.Y.; Nara, H.; Kayaki, Y.; Ikariya, T. Remarkable positive effect of silver salts on asymmetric hydrogenation of acyclic imines with Cp*Ir complexes bearing chiral N-sulfonylated diamine ligands. Organometallics 2009, 28, 802-809.
    • (2009) Organometallics , vol.28 , pp. 802-809
    • Shirai, S.Y.1    Nara, H.2    Kayaki, Y.3    Ikariya, T.4
  • 16
    • 70449591239 scopus 로고    scopus 로고
    • Asymmetric hydrogenation of quinoxalines with diphosphinite ligands: A practical synthesis of enantioenriched, substituted tetrahydroquinoxalines
    • Tang, W.J.; Xu, L.J.; Fan, Q.H.; Wang, J.; Fan, B.M.; Zhou, Z.Y.; Lam, K.H.; Chan, A.S.C. Asymmetric hydrogenation of quinoxalines with diphosphinite ligands: A practical synthesis of enantioenriched, substituted tetrahydroquinoxalines. Angew. Chem.-Int. Ed. 2009, 48, 9135-9138.
    • (2009) Angew. Chem.-Int. Ed. , vol.48 , pp. 9135-9138
    • Tang, W.J.1    Xu, L.J.2    Fan, Q.H.3    Wang, J.4    Fan, B.M.5    Zhou, Z.Y.6    Lam, K.H.7    Chan, A.S.C.8
  • 17
    • 13844294033 scopus 로고    scopus 로고
    • Approaching highly enantioselective reductive animation
    • DOI 10.1055/s-2004-837225, A35804ST
    • Tararov, V.I.; Börner, A. Approaching highly enantioselective reductive amination. Synlett 2005, 203-211. (Pubitemid 40254701)
    • (2005) Synlett , Issue.2 , pp. 203-211
    • Tararov, V.I.1    Borner, A.2
  • 18
    • 52949102213 scopus 로고    scopus 로고
    • Recent development on catalytic reductive amination and applications
    • Tripathi, R.P.; Verma, S.S.; Pandey, J.; Tiwari, V.K. Recent development on catalytic reductive amination and applications. Curr. Org. Chem. 2008, 12, 1093-1115.
    • (2008) Curr. Org. Chem. , vol.12 , pp. 1093-1115
    • Tripathi, R.P.1    Verma, S.S.2    Pandey, J.3    Tiwari, V.K.4
  • 19
    • 77950345610 scopus 로고    scopus 로고
    • Chiral amine synthesis - Recent developments and trends for enamide reduction, reductive amination, and imine reduction
    • doi:10.1002/adsc.200900719
    • Nugent, T.C.; El-Shazly, M. Chiral amine synthesis - Recent developments and trends for enamide reduction, reductive amination, and imine reduction Adv. Synth. Catal. 2010, doi:10.1002/adsc.200900719.
    • Adv. Synth. Catal. , vol.2010
    • Nugent, T.C.1    El-Shazly, M.2
  • 20
    • 0033017113 scopus 로고    scopus 로고
    • Iridium ferrocenyl diphosphine catalyzed enantioselective reductive alkylation of a hindered aniline
    • Blaser, H.U.; Buser, H.P.; Jalett, H.P.; Pugin, B.; Spindler, F. Iridium ferrocenyl diphosphine catalyzed enantioselective reductive alkylation of a hindered aniline. Synlett 1999, 867-868. (Pubitemid 29305367)
    • (1999) Synlett , Issue.SPEC. ISS. , pp. 867-868
    • Blaser, H.-U.1    Buser, H.-P.2    Jalett, H.-P.3    Pugin, B.4    Spindler, F.5
  • 21
    • 0038626742 scopus 로고    scopus 로고
    • Highly enantioselective reductive amination of simple aryl ketones catalyzed by Ir-f-Binaphane in the presence of titanium(IV) isopropoxide and iodine
    • Chi, Y.X.; Zhou, Y.G.; Zhang, X. Highly enantioselective reductive amination of simple aryl ketones catalyzed by Ir-f-Binaphane in the presence of titanium(IV) isopropoxide and iodine. J. Org. Chem. 2003, 68, 4120-4122. (Pubitemid 36576676)
    • (2003) Journal of Organic Chemistry , vol.68 , Issue.10 , pp. 4120-4122
    • Chi, Y.1    Zhou, Y.-G.2    Zhang, X.3
  • 22
    • 0345276532 scopus 로고    scopus 로고
    • Highly Enantioselective Hydrogen-Transfer Reductive Amination: Catalytic Asymmetric Synthesis of Primary Amines
    • DOI 10.1002/anie.200352503
    • Kadyrov, R.; Riermeier, T.H. Highly enantioselective hydrogen-transfer reductive amination: Catalytic asymmetric synthesis of primary amines. Angew. Chem.-Int. Ed. 2003, 42, 5472-5474. (Pubitemid 37466278)
    • (2003) Angewandte Chemie - International Edition , vol.42 , Issue.44 , pp. 5472-5474
    • Kadyrov, R.1    Riermeier, T.H.2
  • 23
    • 0344944866 scopus 로고    scopus 로고
    • A One-Pot Process for the Enantioselective Synthesis of Amines via Reductive Amination under Transfer Hydrogenation Conditions
    • DOI 10.1021/ol035746r
    • Williams, G.D.; Pike, R.A.; Wade, C.E.; Wills, M. A one-pot process for the enantioselective synthesis of amines via reductive amination under transfer hydrogenation conditions. Org. Lett. 2003, 5, 4227-4230. (Pubitemid 37449630)
    • (2003) Organic Letters , vol.5 , Issue.22 , pp. 4227-4230
    • Williams, G.D.1    Pike, R.A.2    Wade, C.E.3    Wills, M.4
  • 24
    • 61449196772 scopus 로고    scopus 로고
    • Stable preformed chiral palladium catalysts for the one-pot asymmetric reductive amination of ketones
    • Rubio-Pérez, L.; Pérez-Flores, F.J.; Sharma, P.; Velasco, L.; Cabrera, A. Stable preformed chiral palladium catalysts for the one-pot asymmetric reductive amination of ketones. Org. Lett. 2009, 11, 265-268.
    • (2009) Org. Lett. , vol.11 , pp. 265-268
    • Rubio-Pérez, L.1    Pérez-Flores, F.J.2    Sharma, P.3    Velasco, L.4    Cabrera, A.5
  • 25
    • 0037950624 scopus 로고    scopus 로고
    • The first highly enantioselective homogeneously catalyzed asymmetric reductive amination: Synthesis of α-N-benzylamino acids
    • Kadyrov, R.; Riermeier, T.H.; Dingerdissen, U.; Tararov, V.; Börner, A. The first highly enantioselective homogeneously catalyzed asymmetric reductive amination: Synthesis of alpha-Nbenzylamino acids. J. Org. Chem. 2003, 68, 4067-4070. (Pubitemid 36576662)
    • (2003) Journal of Organic Chemistry , vol.68 , Issue.10 , pp. 4067-4070
    • Kadyrov, R.1    Riermeier, T.H.2    Dingerdissen, U.3    Tararov, V.4    Borner, A.5
  • 26
    • 27444439876 scopus 로고    scopus 로고
    • A facile one-pot synthesis of chiral β-amino esters
    • DOI 10.1055/s-2005-917108, G25805ST
    • Bunlaksananusorn, T.; Rampf, F. A facile one-pot synthesis of chiral beta-amino esters. Synlett 2005, 2682-2684. (Pubitemid 41532198)
    • (2005) Synlett , Issue.17 , pp. 2682-2684
    • Bunlaksananusorn, T.1    Rampf, F.2
  • 28
    • 55549096408 scopus 로고    scopus 로고
    • Chiral counteranion-aided asymmetric hydrogenation of acyclic imines
    • Li, C.Q.; Wang, C.; Villa-Marcos, B.; Xiao, J.L. Chiral counteranion-aided asymmetric hydrogenation of acyclic imines. J. Am. Chem. Soc. 2008, 130, 14450-14451.
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 14450-14451
    • Li, C.Q.1    Wang, C.2    Villa-Marcos, B.3    Xiao, J.L.4
  • 29
    • 53549087829 scopus 로고    scopus 로고
    • Asymmetric hydrogenation of cyclic imines with an ionic Cp*Rh(III) catalyst
    • Li, C.Q.; Xiao, J.L. Asymmetric hydrogenation of cyclic imines with an ionic Cp*Rh(III) catalyst. J. Am. Chem. Soc. 2008, 130, 13208-13209.
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 13208-13209
    • Li, C.Q.1    Xiao, J.L.2
  • 30
    • 70349140575 scopus 로고    scopus 로고
    • Metal-Brønsted acid cooperative catalysis for asymmetric reductive amination
    • Li, C.Q.; Villa-Marcos, B.; Xiao, J.L. Metal-Brønsted acid cooperative catalysis for asymmetric reductive amination. J. Am. Chem. Soc. 2009, 131, 6967-6969.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 6967-6969
    • Li, C.Q.1    Villa-Marcos, B.2    Xiao, J.L.3
  • 31
    • 70349902205 scopus 로고    scopus 로고
    • PH-regulated asymmetric transfer hydrogenation of quinolines in water
    • Wang, C.; Li, C.Q.; Wu, X.F.; Pettman, A.; Xiao, J.L. pH-regulated asymmetric transfer hydrogenation of quinolines in water. Angew. Chem.-Int. Ed. 2009, 48, 6524-6528.
    • (2009) Angew. Chem.-Int. Ed. , vol.48 , pp. 6524-6528
    • Wang, C.1    Li, C.Q.2    Wu, X.F.3    Pettman, A.4    Xiao, J.L.5
  • 32
    • 70349894976 scopus 로고    scopus 로고
    • Asymmetric reductive amination by combined Brønsted acid and transition-metal catalysis
    • Klussmann, M. Asymmetric reductive amination by combined Brønsted acid and transition-metal catalysis. Angew. Chem.-Int. Edit. 2009, 48, 7124-7125.
    • (2009) Angew. Chem.-Int. Edit. , vol.48 , pp. 7124-7125
    • Klussmann, M.1
  • 34
    • 24044465512 scopus 로고    scopus 로고
    • Enantioselective Bronsted acid catalyzed transfer hydrogenation: Organocatalytic reduction of imines
    • DOI 10.1021/ol0515964
    • Rueping, M.; Sugiono, E.; Azap, C.; Theissmann, T.; Bolte, M. Enantioselective Brønsted acid catalyzed transfer hydrogenation: Organocatalytic reduction of imines. Org. Lett. 2005, 7, 3781-3783. (Pubitemid 41224573)
    • (2005) Organic Letters , vol.7 , Issue.17 , pp. 3781-3783
    • Rueping, M.1    Sugiono, E.2    Azap, C.3    Theissmann, T.4    Bolte, M.5
  • 35
    • 28044438742 scopus 로고    scopus 로고
    • A powerful Bronsted acid catalyst for the organocatalytic asymmetric transfer hydrogenation of imines
    • DOI 10.1002/anie.200503062
    • Hoffmann, S.; Seayad, A.M.; List, B. A powerful Brønsted acid catalyst for the organocatalytic asymmetric transfer hydrogenation of imines. Angew. Chem.-Int. Ed. 2005, 44, 7424-7427. (Pubitemid 41690000)
    • (2005) Angewandte Chemie - International Edition , vol.44 , Issue.45 , pp. 7424-7427
    • Hoffmann, S.1    Seayad, A.M.2    List, B.3
  • 36
    • 2942544978 scopus 로고    scopus 로고
    • Catalytic ionic hydrogenations
    • Bullock, R.M. Catalytic ionic hydrogenations. Chem.-Eur. J. 2004, 10, 2366-2374.
    • (2004) Chem.-Eur. J. , vol.10 , pp. 2366-2374
    • Bullock, R.M.1
  • 37
    • 19744370551 scopus 로고    scopus 로고
    • Ruthenium-catalyzed ionic hydrogenation of iminium cations. Scope and mechanism
    • DOI 10.1021/ja0506861
    • Guan, H.R.; Iimura, M.; Magee, M.P.; Norton, J.R.; Zhu, G. Ruthenium-catalyzed ionic hydrogenation of iminium cations. Scope and mechanism. J. Am. Chem. Soc. 2005, 127, 7805-7814. (Pubitemid 40745969)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.21 , pp. 7805-7814
    • Guan, H.1    Iimura, M.2    Magee, M.P.3    Norton, J.R.4    Zhu, G.5
  • 38
    • 0033367190 scopus 로고    scopus 로고
    • Highly stereoselective reduction of acyclic α-sulfinyl ketimines: Synthesis of enantiomerically pure β-aminosulfoxides
    • PII S0957416699005236
    • Ruano, J.L.G.; Cifuentes, M.M.; Lorente, A.; Ramos, J.H.R. Highly stereoselective reduction of acyclic alpha-sulfinyl ketimines: synthesis of enantiomerically pure beta-aminosulfoxides. Tetrahedron Asymmetry 1999, 10, 4607-4618. (Pubitemid 30084684)
    • (1999) Tetrahedron Asymmetry , vol.10 , Issue.23 , pp. 4607-4618
    • Garcia Ruano, J.L.1    Cifuentes, M.M.2    Lorente, A.3    Rodriguez Ramos, J.H.4
  • 39
    • 0034624593 scopus 로고    scopus 로고
    • A method for the asymmetric hydrosilylation of N-aryl imines
    • Hansen, M.C.; Buchwald, S.L. A method for the asymmetric hydrosilylation of N-aryl imines. Org. Lett. 2000, 2, 713-715.
    • (2000) Org. Lett. , vol.2 , pp. 713-715
    • Hansen, M.C.1    Buchwald, S.L.2
  • 40
    • 70349147881 scopus 로고    scopus 로고
    • Highly enantioselective synthesis of chiral secondary amines by gold(I)/chiral Brønsted acid catalyzed tandem intermolecular hydroamination and transfer hydrogenation reactions
    • Liu, X.Y.; Che, C.M. Highly enantioselective synthesis of chiral secondary amines by gold(I)/chiral Brønsted acid catalyzed tandem intermolecular hydroamination and transfer hydrogenation reactions. Org. Lett. 2009, 11, 4204-4207.
    • (2009) Org. Lett. , Issue.11 , pp. 4204-4207
    • Liu, X.Y.1    Che, C.M.2
  • 42
    • 0026679821 scopus 로고
    • Enantioselective synthesis of optically-active secondary-amines via asymmetric reduction
    • Cho, B.T.; Chun, Y.S. Enantioselective synthesis of optically-active secondary-amines via asymmetric reduction. Tetrahedron Asymmetry 1992, 3, 1583-1590.
    • (1992) Tetrahedron Asymmetry , vol.3 , pp. 1583-1590
    • Cho, B.T.1    Chun, Y.S.2
  • 43
    • 0003038913 scopus 로고    scopus 로고
    • The half-sandwich hydride and 16-electron complexes of rhodium and iridium containing (1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine: Relevant to the asymmetric transfer hydrogenation
    • Mashima, K.; Abe, T.; Tani, K. The half-sandwich hydride and 16-electron complexes of rhodium and iridium containing (1S,2S)-N-(p-toluenesulfonyl)-1,2- diphenylethylenediamine: Relevant to the asymmetric transfer hydrogenation. Chem. Lett. 1998, 1201-1202. (Pubitemid 128384704)
    • (1998) Chemistry Letters , Issue.12 , pp. 1201-1202
    • Mashima, K.1    Abe, T.2    Tani, K.3
  • 44
    • 0002588612 scopus 로고    scopus 로고
    • 5)MCl complexes (M = Rh and Ir) of (1S, 2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine
    • Mashima, K.; Abe, T.; Tani, K. Asymmetric transfer hydrogenation of ketonic substrates catalyzed by (eta(5)-C5Me5)MCl complexes (M = Rh and Ir) of (1S,2S)-N-(p-toluenesulfonyl)1,2-diphenylethylenediamine. Chem. Lett. 1998, 1199-1200. (Pubitemid 128384703)
    • (1998) Chemistry Letters , Issue.12 , pp. 1199-1200
    • Mashima, K.1    Abe, T.2    Tani, K.3
  • 45
    • 33748692887 scopus 로고    scopus 로고
    • Novel domino elimination-rearrangement-addition reaction of N-alkoxy(arylmethyl)amines to N-alkyl arylamines
    • DOI 10.1055/s-2006-949642
    • Miyata, O.; Ishikawa, T.; Ueda, M.; Naito, T. Novel domino elimination-rearrangement-addition reaction of N-alkoxy(arylmethyl)amines to N-alkyl arylamines. Synlett 2006, 2219-2222. (Pubitemid 44393525)
    • (2006) Synlett , Issue.14 , pp. 2219-2222
    • Miyata, O.1    Ishikawa, T.2    Ueda, M.3    Naito, T.4
  • 46
    • 4043150763 scopus 로고    scopus 로고
    • One-pot reductive amination of aldehydes and ketones with α-picoline-borane in methanol, in water, and in neat conditions
    • DOI 10.1016/j.tet.2004.06.045, PII S0040402004009135
    • Sato, S.; Sakamoto, T.; Miyazawa, E.; Kikugawa, Y. One-pot reductive amination of aldehydes and ketones with alpha-picoline-borane in methanol, in water, and in neat conditions. Tetrahedron 2004, 60, 7899-7906. (Pubitemid 39078206)
    • (2004) Tetrahedron , vol.60 , Issue.36 , pp. 7899-7906
    • Sato, S.1    Sakamoto, T.2    Miyazawa, E.3    Kikugawa, Y.4
  • 47
    • 33749683131 scopus 로고    scopus 로고
    • The reductive amination of aldehydes and ketones by catalytic use of dibutylchlorotin hydride complex
    • DOI 10.1039/b610614e
    • Kato, H.; Shibata, I.; Yasaka, Y.; Tsunoi, S.; Yasuda, M.; Baba, A. The reductive amination of aldehydes and ketones by catalytic use of dibutylchlorotin hydride complex. Chem. Commun. 2006, 4189-4191. (Pubitemid 44556355)
    • (2006) Chemical Communications , Issue.40 , pp. 4189-4191
    • Kato, H.1    Shibata, I.2    Yasaka, Y.3    Tsunoi, S.4    Yasuda, M.5    Baba, A.6
  • 48
    • 69349103442 scopus 로고    scopus 로고
    • Triazole-Au(I) complexes: A new class of catalysts with improved thermal stability and reactivity for intermolecular alkyne hydroamination
    • Duan, H.F.; Sengupta, S.; Petersen, J.L.; Akhmedov, N.G.; Shi, X.D. Triazole-Au(I) complexes: A new class of catalysts with improved thermal stability and reactivity for intermolecular alkyne hydroamination. J. Am. Chem. Soc. 2009, 131, 12100-12102.
    • (2009) J. Am. Chem. Soc. , Issue.131 , pp. 12100-12102
    • Duan, H.F.1    Sengupta, S.2    Petersen, J.L.3    Akhmedov, N.G.4    Shi, X.D.5
  • 49
    • 0037007917 scopus 로고    scopus 로고
    • Ruthenium-catalyzed transfer hydrogenation of imines by propan-2-ol in benzene
    • DOI 10.1002/1521-3765(20020703)8:13<2955::AID-CHEM2955>3.0.CO;2-Q
    • Samec, J.S.M.; Bäckvall, J.E. Ruthenium-catalyzed transfer hydrogenation of imines by propan-2ol in benzene. Chem.-Eur. J. 2002, 8, 2955-2961. (Pubitemid 34778601)
    • (2002) Chemistry - A European Journal , vol.8 , Issue.13 , pp. 2955-2961
    • Samec, J.S.M.1    Backvall, J.-E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.