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Volumn 9, Issue 1, 2012, Pages 53-64

Chiral ionic liquids derived from (-)-ephedrine and carbohydrates: Synthesis, properties and applications to asymmetric synthesis and catalysis

Author keywords

( ) Ephedrine; Asymmetric aza Diels Alder reaction; Asymmetric Baylis Hillman reaction; Chiral ionic liquids; Isomannide; Isosorbide; Michael addition; Microwave activation

Indexed keywords


EID: 84855838594     PISSN: 15701794     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017912798889143     Document Type: Article
Times cited : (23)

References (78)
  • 1
    • 0347417134 scopus 로고    scopus 로고
    • Room temperature ionic liquids. Solvents for synthesis and catalysis
    • Welton, T. Room temperature ionic liquids. Solvents for synthesis and catalysis. Chem. Rev., 1999, 99, 2071-2084.
    • (1999) Chem. Rev. , vol.99 , pp. 2071-2084
    • Welton, T.1
  • 2
    • 0000034575 scopus 로고    scopus 로고
    • Ionic liquids-New solutions for transition metal catalysis
    • Wasserscheid, P.; Keim. W. Ionic liquids-New solutions for transition metal catalysis. Angew. Chem. Int. Ed., 2000, 39, 3772-3789.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3772-3789
    • Wasserscheid, P.1    Keim, W.2
  • 3
    • 0042027235 scopus 로고    scopus 로고
    • Room temperature ionic liquids of alkylimidazolium cations and fluoroanions
    • Hagiwara, R.; Ito, Y. Room temperature ionic liquids of alkylimidazolium cations and fluoroanions. J. Fluorine Chem., 2000, 105, 221-227.
    • (2000) J. Fluorine Chem. , vol.105 , pp. 221-227
    • Hagiwara, R.1    Ito, Y.2
  • 4
    • 0036809725 scopus 로고    scopus 로고
    • Ionic liquid (molten salt) phase organometallic catalysis
    • De Souza Dupont, R.F.; Suarez, P.A. Ionic liquid (molten salt) phase organometallic catalysis. Chem. Rev., 2002, 102, 3667-3692.
    • (2002) Chem. Rev. , vol.102 , pp. 3667-3692
    • de Souza Dupont, R.F.1    Suarez, P.A.2
  • 8
    • 2442698764 scopus 로고    scopus 로고
    • Enantioselective chemo-and bio-catalysis in ionic liquids
    • Song, C.E. Enantioselective chemo-and bio-catalysis in ionic liquids. Chem. Commun., 2004, 1033-1043.
    • (2004) Chem. Commun. , pp. 1033-1043
    • Song, C.E.1
  • 9
    • 12344296667 scopus 로고    scopus 로고
    • Chemical and biochemical transformations in ionic liquids
    • Jain, N.; Kumar, A.; Chauhan, S.; Chauhan, S.M.S. Chemical and biochemical transformations in ionic liquids. Tetrahedron, 2005, 61, 1015-1060.
    • (2005) Tetrahedron , vol.61 , pp. 1015-1060
    • Jain, N.1    Kumar, A.2    Chauhan, S.3    Chauhan, S.M.S.4
  • 11
    • 33947716554 scopus 로고    scopus 로고
    • Ionic liquids as a medium for enantioselective catalysis
    • Durand, J.; Teuma, E.; Gómez, M. Ionic liquids as a medium for enantioselective catalysis. Compt. Rendus. Chim., 2007, 10, 152-177.
    • (2007) Compt. Rendus. Chim. , vol.10 , pp. 152-177
    • Durand, J.1    Teuma, E.2    Gómez, M.3
  • 12
    • 34447098295 scopus 로고    scopus 로고
    • Catalysis in ionic liquids
    • Parvulescu, V.I.; Hardacre, C. Catalysis in ionic liquids. Chem. Rev., 2007, 107, 2615-2665.
    • (2007) Chem. Rev. , vol.107 , pp. 2615-2665
    • Parvulescu, V.I.1    Hardacre, C.2
  • 13
    • 38349047179 scopus 로고    scopus 로고
    • Applications of ionic liquids in the chemical industry
    • Plechkova, N.V.; Seddon, K.R. Applications of ionic liquids in the chemical industry. Chem. Soc. Rev., 2008, 37, 123-150.
    • (2008) Chem. Soc. Rev. , vol.37 , pp. 123-150
    • Plechkova, N.V.1    Seddon, K.R.2
  • 14
    • 58649116475 scopus 로고    scopus 로고
    • Are ionic liquids suitable media for organocatalytic reactions?
    • Toma, S.; Meciarová, M.; Šebesta, R. Are ionic liquids suitable media for organocatalytic reactions? Eur. J. Org. Chem., 2009, 321-327.
    • (2009) Eur. J. Org. Chem. , pp. 321-327
    • Toma, S.1    Meciarová, M.2    Šebesta, R.3
  • 15
    • 18144373455 scopus 로고    scopus 로고
    • Chiral ionic liquids: Synthesis and applications
    • Ding, J.; Armstrong, D.W. Chiral ionic liquids: synthesis and applications. Chirality, 2005, 17, 281-292.
    • (2005) Chirality , vol.17 , pp. 281-292
    • Ding, J.1    Armstrong, D.W.2
  • 16
    • 28844495851 scopus 로고    scopus 로고
    • Chiral ionic liquids, a renewal for the chemistry of chiral solvents? Design, synthesis and applications for chiral recognition and asymmetric synthesis
    • Baudequin, C.; Brégeon, D.; Levillain, J.; Guillen, F.; Plaquevent, J.C.; Gaumont, A.C. Chiral ionic liquids, a renewal for the chemistry of chiral solvents? Design, synthesis and applications for chiral recognition and asymmetric synthesis. Tetrahedron: Asymmetry, 2005, 16, 3921-3945.
    • (2005) Tetrahedron: Asymmetry , vol.16 , pp. 3921-3945
    • Baudequin, C.1    Brégeon, D.2    Levillain, J.3    Guillen, F.4    Plaquevent, J.C.5    Gaumont, A.C.6
  • 17
    • 38349052944 scopus 로고    scopus 로고
    • Advances in chiral ionic liquids derived from natural amino acids
    • Chen, X.; Li, X.; Hu, A.; Wang, F. Advances in chiral ionic liquids derived from natural amino acids. Tetrahedron: Asymmetry, 2008, 19, 1-14.
    • (2008) Tetrahedron: Asymmetry , vol.19 , pp. 1-14
    • Chen, X.1    Li, X.2    Hu, A.3    Wang, F.4
  • 18
    • 53749100279 scopus 로고    scopus 로고
    • Applications of chiral ionic liquids
    • Bica, K.; Gaertner, P. Applications of chiral ionic liquids. Eur. J. Org. Chem., 2008, 3235-3250.
    • (2008) Eur. J. Org. Chem. , pp. 3235-3250
    • Bica, K.1    Gaertner, P.2
  • 19
    • 61949379658 scopus 로고    scopus 로고
    • Ionic liquids: New targets and media for β-amino acid and peptide chemistry
    • Plaquevent, J.C.; Levillain, J.; Guillen, F.; Malhiac, C.; Gaumont, A.C. Ionic liquids: new targets and media for β-amino acid and peptide chemistry. Chem. Rev., 2008, 108, 5035-5060.
    • (2008) Chem. Rev. , vol.108 , pp. 5035-5060
    • Plaquevent, J.C.1    Levillain, J.2    Guillen, F.3    Malhiac, C.4    Gaumont, A.C.5
  • 20
    • 0037034141 scopus 로고    scopus 로고
    • Synthesis and properties of ionic liquids derived from the 'chiral pool'
    • Wasserscheid, P.; Bösmann, A.; Bolm, C. Synthesis and properties of ionic liquids derived from the 'chiral pool'. Chem. Commun., 2002, 200-201.
    • (2002) Chem. Commun. , pp. 200-201
    • Wasserscheid, P.1    Bösmann, A.2    Bolm, C.3
  • 21
    • 4143054164 scopus 로고    scopus 로고
    • Solvent-free microwave-assisted preparation of chiral ionic liquids from (-)-N-methylephedrine
    • Vo-Thanh, G.; Pégot, B.; Loupy, A. Solvent-free microwave-assisted preparation of chiral ionic liquids from (-)-N-methylephedrine. Eur. J. Org. Chem., 2004, 1112-1116.
    • (2004) Eur. J. Org. Chem. , pp. 1112-1116
    • Vo-Thanh, G.1    Pégot, B.2    Loupy, A.3
  • 22
    • 0000235826 scopus 로고
    • Formic acid-formaldehyde methylation of amines
    • Pine, S.H.; Sanchez, B.L.A. Formic acid-formaldehyde methylation of amines. J. Org. Chem., 1971, 36, 829-832.
    • (1971) J. Org. Chem. , vol.36 , pp. 829-832
    • Pine, S.H.1    Sanchez, B.L.A.2
  • 23
    • 0010244354 scopus 로고    scopus 로고
    • The use of new ionic liquids in two-phase catalytic hydrogenation reaction by rhodium complexes
    • Suarez, P.A.Z.; Dullius, J.E.L.; Einloft, S.; Souza, R.F.; Dupont, J. The use of new ionic liquids in two-phase catalytic hydrogenation reaction by rhodium complexes. Polyhedron, 1996, 15, 1217-1219.
    • (1996) Polyhedron , vol.15 , pp. 1217-1219
    • Suarez, P.A.Z.1    Dullius, J.E.L.2    Einloft, S.3    Souza, R.F.4    Dupont, J.5
  • 24
    • 0037194168 scopus 로고    scopus 로고
    • An improved preparation of 1,3-dialkylimidazolium tetrafluoroborate ionic liquids using microwaves
    • Varma, R.S.; Namboodiri, V.V. An improved preparation of 1,3-dialkylimidazolium tetrafluoroborate ionic liquids using microwaves. Tetrahedron Lett., 2002, 43, 5381-5383.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 5381-5383
    • Varma, R.S.1    Namboodiri, V.V.2
  • 25
    • 0034283585 scopus 로고    scopus 로고
    • New strategies for the development of an asymmetric version of the Baylis-Hillman reaction
    • Langer, P. New strategies for the development of an asymmetric version of the Baylis-Hillman reaction. Angew. Chem. Int. Ed., 2000, 39, 3049-3052.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3049-3052
    • Langer, P.1
  • 26
    • 0037366617 scopus 로고    scopus 로고
    • Recent advances in the Baylis-Hillman reaction and applications
    • Basavaiah, D.; Rao, A. J.; Satyanarayana, T. Recent advances in the Baylis-Hillman reaction and applications. Chem. Rev., 2003, 103, 811-892.
    • (2003) Chem. Rev. , vol.103 , pp. 811-892
    • Basavaiah, D.1    Rao, A.J.2    Satyanarayana, T.3
  • 27
    • 57649116089 scopus 로고    scopus 로고
    • Asymmetric Baylis-Hillman reaction: An enchanting expedition
    • Krishna, P. R.; Sachwani, R.; Reddy, P. S. Asymmetric Baylis-Hillman reaction: an enchanting expedition. Synlett, 2008, 19, 2897-2912.
    • (2008) Synlett , vol.19 , pp. 2897-2912
    • Krishna, P.R.1    Sachwani, R.2    Reddy, P.S.3
  • 28
    • 4143095848 scopus 로고    scopus 로고
    • First application of chiral ionic liquids in asymmetric Baylis-Hillman reaction
    • Pégot, B.; Vo-Thanh, G.; Gori, D.; Loupy, A. First application of chiral ionic liquids in asymmetric Baylis-Hillman reaction. Tetrahedron Lett., 2004, 45, 6425-6428.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 6425-6428
    • Pégot, B.1    Vo-Thanh, G.2    Gori, D.3    Loupy, A.4
  • 30
    • 49549109600 scopus 로고    scopus 로고
    • Design and synthesis of bistereogenic chiral ionic liquids and their use as solvents for asymmetric Baylis-Hillman reactions
    • Garre, S.; Parker, E.; Ni, B.; Headley, A. D. Design and synthesis of bistereogenic chiral ionic liquids and their use as solvents for asymmetric Baylis-Hillman reactions. Org. Biomol. Chem., 2008, 6, 3041-3043.
    • (2008) Org. Biomol. Chem. , vol.6 , pp. 3041-3043
    • Garre, S.1    Parker, E.2    Ni, B.3    Headley, A.D.4
  • 31
    • 33749658984 scopus 로고    scopus 로고
    • Asymmetric aza-Diels-Alder reaction of Danishefsky's diene with imines in a chiral reaction medium
    • Pégot, B.; Nguyen Van Buu, O.; Gori, D.; Vo-Thanh, G. Asymmetric aza-Diels-Alder reaction of Danishefsky's diene with imines in a chiral reaction medium. Beilstein J. Org. Chem., 2006, 2, 18.
    • (2006) Beilstein J. Org. Chem. , vol.2 , pp. 18
    • Pégot, B.1    van Nguyen Buu, O.2    Gori, D.3    Vo-Thanh, G.4
  • 32
    • 35649010410 scopus 로고    scopus 로고
    • Synthesis of novel chiral ammoniumbased ionic liquids derived from isosorbide and their applications in an asymmetric aza Diels-Alder reaction
    • Nguyen Van Buu, O.; Vo-Thanh, G. Synthesis of novel chiral ammoniumbased ionic liquids derived from isosorbide and their applications in an asymmetric aza Diels-Alder reaction. Lett. Org. Chem., 2007, 4, 158-167.
    • (2007) Lett. Org. Chem. , vol.4 , pp. 158-167
    • van Nguyen Buu, O.1    Vo-Thanh, G.2
  • 33
    • 59749098452 scopus 로고    scopus 로고
    • Synthesis of novel chiral imidazolium-based ionic liquids derived from isosorbide and their applications in asymmetric aza Diels-Alder reaction
    • Nguyen Van Buu, O.; Aupoix, A.; Vo-Thanh, G. Synthesis of novel chiral imidazolium-based ionic liquids derived from isosorbide and their applications in asymmetric aza Diels-Alder reaction. Tetrahedron, 2009, 65, 2260-2265.
    • (2009) Tetrahedron , vol.65 , pp. 2260-2265
    • van Nguyen Buu, O.1    Aupoix, A.2    Vo-Thanh, G.3
  • 34
    • 77954348942 scopus 로고    scopus 로고
    • Synthesis of functionalized chiral ammonium, imidazolium, and pyridinium-based ionic liquids derived from (-)-ephedrine using solvent-free microwave activation. Applications for the asymmetric Michael addition
    • Truong, T. K. T.; Vo-Thanh, G. Synthesis of functionalized chiral ammonium, imidazolium, and pyridinium-based ionic liquids derived from (-)-ephedrine using solvent-free microwave activation. Applications for the asymmetric Michael addition. Tetrahedron, 2010, 66, 5277-5282.
    • (2010) Tetrahedron , vol.66 , pp. 5277-5282
    • Truong, T.K.T.1    Vo-Thanh, G.2
  • 35
    • 0036078703 scopus 로고    scopus 로고
    • Unexpected side reactions of imidazolium-based ionic liquids in the base-catalysed Baylis-Hillman reaction
    • Aggarwal, V. K.; Emme, I.; Mereu, A. Unexpected side reactions of imidazolium-based ionic liquids in the base-catalysed Baylis-Hillman reaction. Chem. Commun., 2002, 1612-1613.
    • (2002) Chem. Commun. , pp. 1612-1613
    • Aggarwal, V.K.1    Emme, I.2    Mereu, A.3
  • 37
    • 0035126119 scopus 로고    scopus 로고
    • Recent advances in catalytic enantioselective Michael additions
    • Krause, N.; Hoffmann-Röder, A. Recent advances in catalytic enantioselective Michael additions. Synthesis, 2001, 171-196.
    • (2001) Synthesis , pp. 171-196
    • Krause, N.1    Hoffmann-Röder, A.2
  • 38
    • 0034612973 scopus 로고    scopus 로고
    • Enantioselective conjugate additions
    • Sibi, M. P.; Manyem, S. Enantioselective conjugate additions. Tetrahedron, 2000, 56, 8033-8061.
    • (2000) Tetrahedron , vol.56 , pp. 8033-8061
    • Sibi, M.P.1    Manyem, S.2
  • 39
    • 0342369464 scopus 로고    scopus 로고
    • Conjugate addition reactions of β-aminoalkylcuprates with α, β-enones and enals
    • Dieter, R. K.; Alexander, C. W.; Nice, L. E. Conjugate addition reactions of β-aminoalkylcuprates with α, β-enones and enals. Tetrahedron, 2000, 56, 2767-2778.
    • (2000) Tetrahedron , vol.56 , pp. 2767-2778
    • Dieter, R.K.1    Alexander, C.W.2    Nice, L.E.3
  • 40
    • 0030663892 scopus 로고    scopus 로고
    • Complex induced proximity effects: Ligand control and asymmetric Michael reactions of enantioenriched configurationally stable N-Boc anilino benzylic and allylic organolithium species
    • Park, Y. S.; Weisenburger, G. A.; Beak, P. Complex induced proximity effects: ligand control and asymmetric Michael reactions of enantioenriched configurationally stable N-Boc anilino benzylic and allylic organolithium species. J. Am. Chem. Soc., 1997, 119, 10537-10538.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 10537-10538
    • Park, Y.S.1    Weisenburger, G.A.2    Beak, P.3
  • 41
    • 33751385209 scopus 로고
    • β-Lithioamine synthetic equivalents: Syntheses of diastereoisomers from Boc derivatives of cyclic amines
    • Beak, P.; Lee, W. K. β-Lithioamine synthetic equivalents: syntheses of diastereoisomers from Boc derivatives of cyclic amines. J. Org. Chem., 1993, 58, 1109-1117.
    • (1993) J. Org. Chem. , vol.58 , pp. 1109-1117
    • Beak, P.1    Lee, W.K.2
  • 42
    • 0000908368 scopus 로고
    • Stereochemistry of alkylation of β-lithio piperidines: Differing effects of formamidine and urethane activating groups
    • Shawe, T. T.; Meyers, A. I. Stereochemistry of alkylation of β-lithio piperidines: differing effects of formamidine and urethane activating groups. J. Org. Chem., 1991, 56, 2751-2755.
    • (1991) J. Org. Chem. , vol.56 , pp. 2751-2755
    • Shawe, T.T.1    Meyers, A.I.2
  • 43
    • 0028270864 scopus 로고
    • Diastereoselective Michael addition of nitromethane to enoates derived from (R)-glyceraldehyde acetonide
    • Patrocinio, V. L.; Costa, P. R. R.; Correia, C. R. D. Diastereoselective Michael addition of nitromethane to enoates derived from (R)-glyceraldehyde acetonide. Synthesis, 1994, 474-476.
    • (1994) Synthesis , pp. 474-476
    • Patrocinio, V.L.1    Costa, P.R.R.2    Correia, C.R.D.3
  • 44
    • 19544393388 scopus 로고    scopus 로고
    • Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional cinchona organocatalysts
    • 1967-1969
    • Vakulya, B.; Varga, S.; Csampai, A.; Soos, T. Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional cinchona organocatalysts. Org. Lett., 2005, 7, 1967-1969.
    • (2005) Org. Lett. , pp. 7
    • Vakulya, B.1    Varga, S.2    Csampai, A.3    Soos, T.4
  • 45
    • 0035935125 scopus 로고    scopus 로고
    • Enantioselective Michael reaction of nitroalkanes and chalcones by phase-transfer catalysis using chiral quaternary ammonium salts
    • Kim, D. Y.; Huh, S. C. Enantioselective Michael reaction of nitroalkanes and chalcones by phase-transfer catalysis using chiral quaternary ammonium salts. Tetrahedron, 2001, 57, 8933-8938.
    • (2001) Tetrahedron , vol.57 , pp. 8933-8938
    • Kim, D.Y.1    Huh, S.C.2
  • 46
    • 33947242247 scopus 로고    scopus 로고
    • Highly enantioselective Michael additions of β-cyanoacetate with chalcones catalyzed by bifunctional cinchona-derived thiourea organocatalyst
    • Gu, C. L.; Liu, L.; Zhao, J. L.; Wang, D.; Chen, Y.J. Highly enantioselective Michael additions of β-cyanoacetate with chalcones catalyzed by bifunctional cinchona-derived thiourea organocatalyst. Tetrahedron: Asymmetry, 2007, 18, 455-463.
    • (2007) Tetrahedron: Asymmetry , vol.18 , pp. 455-463
    • Gu, C.L.1    Liu, L.2    Zhao, J.L.3    Wang, D.4    Chen, Y.J.5
  • 47
    • 57149148424 scopus 로고    scopus 로고
    • Organocatalyzed highly enantioselective Michael additions of malonates to enones by using novel primary-secondary diamine catalysts
    • Yang, Y. Q.; Zhao, G. Organocatalyzed highly enantioselective Michael additions of malonates to enones by using novel primary-secondary diamine catalysts. Chem. Eur. J., 2008, 14, 10888-10891.
    • (2008) Chem. Eur. J. , vol.14 , pp. 10888-10891
    • Yang, Y.Q.1    Zhao, G.2
  • 48
    • 51449089459 scopus 로고    scopus 로고
    • Per-6-amino-β-cyclodextrin catalyzed asymmetric Michael addition of nitromethane and thiols to chalcones in water
    • Suresh, P.; Pitchumani, K. Per-6-amino-β-cyclodextrin catalyzed asymmetric Michael addition of nitromethane and thiols to chalcones in water. Tetrahedron: Asymmetry, 2008, 19, 2037-2044.
    • (2008) Tetrahedron: Asymmetry , vol.19 , pp. 2037-2044
    • Suresh, P.1    Pitchumani, K.2
  • 49
    • 0027507066 scopus 로고
    • Asymmetric Michael reaction under PTC conditions without solvent Importance of β interactions for the enantioselectivity
    • Loupy, A.; Zaparucha, A. Asymmetric Michael reaction under PTC conditions without solvent Importance of β interactions for the enantioselectivity. Tetrahedron Lett., 1993, 34, 473-476.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 473-476
    • Loupy, A.1    Zaparucha, A.2
  • 50
    • 4244033876 scopus 로고
    • Catalytic asymmetric Diels Alder reactions
    • Kagan, H. B.; Riant, O. Catalytic asymmetric Diels Alder reactions. Chem. Rev., 1992, 92, 1007-1019.
    • (1992) Chem. Rev. , vol.92 , pp. 1007-1019
    • Kagan, H.B.1    Riant, O.2
  • 52
    • 0028020362 scopus 로고
    • Highly chemoselective reduction of 2,5-dinitro-1,4:3,6-dianhydro-D-glucitol with titanium(III) tetrahydroborates: Efficient synthesis of isomerically pure 2-and 5-nitro-1,4:3,6-dianhydro-Dglucitols
    • Ravikumar, K. S.; Chandrasekaran, S. Highly chemoselective reduction of 2,5-dinitro-1,4:3,6-dianhydro-D-glucitol with titanium(III) tetrahydroborates: efficient synthesis of isomerically pure 2-and 5-nitro-1,4:3,6-dianhydro-Dglucitols. Synthesis, 1994, 1032-1034.
    • (1994) Synthesis , pp. 1032-1034
    • Ravikumar, K.S.1    Chandrasekaran, S.2
  • 53
    • 0032271330 scopus 로고    scopus 로고
    • Studies on the diastereoselective alkylation reaction employing isomannide and isosorbide as chiral auxiliaries
    • Wang, J.; Xu, M. H.; Zhong, M.; Lin, G. Studies on the diastereoselective alkylation reaction employing isomannide and isosorbide as chiral auxiliaries. Chin. Chem. Lett., 1998, 9, 325-328.
    • (1998) Chin. Chem. Lett. , vol.9 , pp. 325-328
    • Wang, J.1    Xu, M.H.2    Zhong, M.3    Lin, G.4
  • 54
    • 0003591825 scopus 로고    scopus 로고
    • Samarium diiodide induced asymmetric synthesis of Š-butyrolactone using chiral auxiliaries derived from isosorbide and isomannide
    • Xu, M.H.; Lin, H.M.; Xia, Q. G.; Jun, L. Samarium diiodide induced asymmetric synthesis of Š-butyrolactone using chiral auxiliaries derived from isosorbide and isomannide. Chin. J. Chem., 1998, 16, 561-564.
    • (1998) Chin. J. Chem. , vol.16 , pp. 561-564
    • Xu, M.H.1    Lin, H.M.2    Xia, Q.G.3    Jun, L.4
  • 55
    • 0030599232 scopus 로고    scopus 로고
    • Asymmetric Diels-Alder: Monobenzylated isosorbide and isomannide as highly effective chiral auxiliaries
    • Loupy, A.; Monteux, D. Asymmetric Diels-Alder: monobenzylated isosorbide and isomannide as highly effective chiral auxiliaries. Tetrahedron Lett., 1996, 37, 7023-7026.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 7023-7026
    • Loupy, A.1    Monteux, D.2
  • 56
    • 2942744590 scopus 로고    scopus 로고
    • A concise synthesis of a rigid isomannide-based diphosphine ligand and structural characterization of an alkoxyphosphonium intermediate
    • Carcedo, C.; Dervisi, A.; Fallis, A.I.; Ooi, L.; Malik, A.K.M. A concise synthesis of a rigid isomannide-based diphosphine ligand and structural characterization of an alkoxyphosphonium intermediate. Chem. Commun., 2004, 10, 1236-1237.
    • (2004) Chem. Commun. , vol.10 , pp. 1236-1237
    • Carcedo, C.1    Dervisi, A.2    Fallis, A.I.3    Ooi, L.4    Malik, A.K.M.5
  • 57
    • 84988181934 scopus 로고
    • Selective esterification of 1,4:3,6-dianhydro-Dglucitol
    • Cekovid, Z.; Tokic, Z. Selective esterification of 1,4:3,6-dianhydro-Dglucitol. Synthesis, 1989, 610-612.
    • (1989) Synthesis , pp. 610-612
    • Cekovid, Z.1    Tokic, Z.2
  • 60
    • 19344371650 scopus 로고    scopus 로고
    • The synthesis and applications of asymmetric phase-transfer catalysts derived from isomannide and isosorbide
    • Kuma, S.; Ramachandra, U. The synthesis and applications of asymmetric phase-transfer catalysts derived from isomannide and isosorbide. Tetrahedron, 2005, 61, 4141-4148.
    • (2005) Tetrahedron , vol.61 , pp. 4141-4148
    • Kuma, S.1    Ramachandra, U.2
  • 61
    • 0033693921 scopus 로고    scopus 로고
    • Cycloadditions under microwave irradiation conditions: Methods and applications
    • De la Hoz, A.; Diaz-Ortis, A.; Moreno, A.; Langa, F. Cycloadditions under microwave irradiation conditions: methods and applications. Eur. J. Org. Chem., 2000, 3659-3673.
    • (2000) Eur. J. Org. Chem. , pp. 3659-3673
    • de la Hoz, A.1    Diaz-Ortis, A.2    Moreno, A.3    Langa, F.4
  • 62
    • 0034680614 scopus 로고    scopus 로고
    • Fast microwave-assisted preparation of aryl and vinyl nitriles and the corresponding tetrazoles from organo-halides
    • Alterman, M.; Hallberg, A. Fast microwave-assisted preparation of aryl and vinyl nitriles and the corresponding tetrazoles from organo-halides. J. Org. Chem., 2000, 65, 7984-7989.
    • (2000) J. Org. Chem. , vol.65 , pp. 7984-7989
    • Alterman, M.1    Hallberg, A.2
  • 63
    • 0035813242 scopus 로고    scopus 로고
    • A tentative rationalization of microwave effects in organic synthesis according to the reaction medium, and mechanistic considerations
    • Perreux, L.; Loupy, A. A tentative rationalization of microwave effects in organic synthesis according to the reaction medium, and mechanistic considerations. Tetrahedron, 2001, 57, 9199-9223.
    • (2001) Tetrahedron , vol.57 , pp. 9199-9223
    • Perreux, L.1    Loupy, A.2
  • 64
  • 68
    • 45349103379 scopus 로고    scopus 로고
    • Microwave-assisted organic synthesis and transformations using benign reaction media
    • Polshettiwar, V.; Varma, R.S. Microwave-assisted organic synthesis and transformations using benign reaction media. Acc. Chem. Res., 41, 629-639.
    • (2008) Acc. Chem. Res. , vol.41 , pp. 629-639
    • Polshettiwar, V.1    Varma, R.S.2
  • 69
    • 70350009893 scopus 로고    scopus 로고
    • Chiral ionic liquids derived from isosorbide: Synthesis, properties and applications in asymmetric synthesis
    • Nguyen Van Buu, O.; Aupoix, A.; Doan, T.H.N.; Vo-Thanh, G. Chiral ionic liquids derived from isosorbide: synthesis, properties and applications in asymmetric synthesis. New J. Chem., 2009, 33, 2060-2072.
    • (2009) New J. Chem. , vol.33 , pp. 2060-2072
    • van Nguyen Buu, O.1    Aupoix, A.2    Doan, T.H.N.3    Vo-Thanh, G.4
  • 70
    • 2342632386 scopus 로고    scopus 로고
    • New chiral imidazolium ionic liquids: 3D-network of hydrogen bonding
    • Jodry, J.J.; Mikami, K. New chiral imidazolium ionic liquids: 3D-network of hydrogen bonding. Tetrahedron Lett., 2004, 45, 4429-4431.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 4429-4431
    • Jodry, J.J.1    Mikami, K.2
  • 71
    • 0027392950 scopus 로고
    • Asymmetric aza-Diels-Alder reaction: Enantioand diastereoselective reaction of imine mediated by Chiral Lewis acid
    • Hattori, K.; Yamamoto, H. Asymmetric aza-Diels-Alder reaction: enantioand diastereoselective reaction of imine mediated by Chiral Lewis acid. Tetrahedron, 1993, 49, 1749-1760.
    • (1993) Tetrahedron , vol.49 , pp. 1749-1760
    • Hattori, K.1    Yamamoto, H.2
  • 72
    • 0033593295 scopus 로고    scopus 로고
    • Diels-Alder reactions in roomtemperature ionic liquids
    • Fischer, T.; Sethi, A.; Welton, T.; Woolf, J. Diels-Alder reactions in roomtemperature ionic liquids. Tetrahedron Lett., 1999, 40, 793-796.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 793-796
    • Fischer, T.1    Sethi, A.2    Welton, T.3    Woolf, J.4
  • 73
    • 0008716767 scopus 로고    scopus 로고
    • One-pot aza-Diels-Alder reactions in ionic liquids
    • Zulfiqar, F.; Kitazume, T. One-pot aza-Diels-Alder reactions in ionic liquids. Green Chem., 2000, 2, 137-139.
    • (2000) Green Chem. , vol.2 , pp. 137-139
    • Zulfiqar, F.1    Kitazume, T.2
  • 74
    • 0037424062 scopus 로고    scopus 로고
    • Alkaline salt-catalyzed aza Diels-Alder reactions of Danishefskys diene with imines in water under neutral conditions
    • Loncaric, C.; Manabe, K.; Kobayashi, S. Alkaline salt-catalyzed aza Diels-Alder reactions of Danishefskys diene with imines in water under neutral conditions. Chem. Commun., 2003, 574-575.
    • (2003) Chem. Commun. , pp. 574-575
    • Loncaric, C.1    Manabe, K.2    Kobayashi, S.3
  • 75
    • 35048815465 scopus 로고    scopus 로고
    • Synthesis and applications of novel bis(ammonium) chiral ionic liquids derived from Isomannide
    • Kumar, V.; Olsen, V.C.V.; Schaffer, S.J.C.; Parmar, V.S.; Malhotra, S.V. Synthesis and applications of novel bis(ammonium) chiral ionic liquids derived from Isomannide. Org. Lett., 2007, 9, 3905-3908.
    • (2007) Org. Lett. , vol.9 , pp. 3905-3908
    • Kumar, V.1    Olsen, V.C.V.2    Schaffer, S.J.C.3    Parmar, V.S.4    Malhotra, S.V.5
  • 77
    • 14744268778 scopus 로고    scopus 로고
    • Properties of asymmetric benzylsubstituted ammonium ionic liquids and their electrochemical properties
    • Kim, K.; Lang, C.M.; Kohl, P.A. Properties of asymmetric benzylsubstituted ammonium ionic liquids and their electrochemical properties. J. Electrochem. Soc., 2005, 152, E56-E60.
    • (2005) J. Electrochem. Soc. , vol.152
    • Kim, K.1    Lang, C.M.2    Kohl, P.A.3
  • 78
    • 0142010580 scopus 로고    scopus 로고
    • The effect of anion fluorination in ionic liquids-physical properties of a range of bis(methanesulfonyl)amide salts
    • Pringle, J. M.; Golding, J.; Baranyai, K.; Forsyth, C. M.; Deacon, G.B.; Scotta, J. L.; MacFarlane, D. R. The effect of anion fluorination in ionic liquids-physical properties of a range of bis(methanesulfonyl)amide salts. New J. Chem., 2003, 27, 1504-1510.
    • (2003) New J. Chem. , vol.27 , pp. 1504-1510
    • Pringle, J.M.1    Golding, J.2    Baranyai, K.3    Forsyth, C.M.4    Deacon, G.B.5    Scotta, J.L.6    McFarlane, D.R.7


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