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Volumn 40, Issue 4, 2007, Pages 275-286

Organotrifluoroborates: Protected boronic acids that expand the versatility of the Suzuki coupling reaction

Author keywords

[No Author keywords available]

Indexed keywords

BORON DERIVATIVE; BORONIC ACID DERIVATIVE;

EID: 34248385279     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar050199q     Document Type: Article
Times cited : (861)

References (79)
  • 4
    • 0034600318 scopus 로고    scopus 로고
    • Fu, G. C.; Littke, A. F.; Dai, C. Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild Conditions. J. Am. Chem. Soc. 2000, 122, 4020-4028.
    • (a) Fu, G. C.; Littke, A. F.; Dai, C. Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild Conditions. J. Am. Chem. Soc. 2000, 122, 4020-4028.
  • 5
    • 16844367937 scopus 로고    scopus 로고
    • Catalysts for Suzuki-Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand Structure
    • (b) Buchwald, S. L.; Barder, T. E.; Walker, S. D.; Martinelli, J. R. Catalysts for Suzuki-Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand Structure. J. Am. Chem. Soc. 2005, 127, 4685-4696.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 4685-4696
    • Buchwald, S.L.1    Barder, T.E.2    Walker, S.D.3    Martinelli, J.R.4
  • 6
    • 33645451955 scopus 로고    scopus 로고
    • Modified (NHC)Pd(allyl)Cl (NHC = N-Heterocyclic Carbene) Complexes for Room-Temperature Suzuki-Miyaura and Buchwald-Hartwig Reactions
    • (c) Nolan, S. P.; Marion, N.; Navarro, O.; Mei, J.; Stevens, E. D.; Scott, N. M. Modified (NHC)Pd(allyl)Cl (NHC = N-Heterocyclic Carbene) Complexes for Room-Temperature Suzuki-Miyaura and Buchwald-Hartwig Reactions. J. Am. Chem. Soc. 2006, 128, 4101-4111.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 4101-4111
    • Nolan, S.P.1    Marion, N.2    Navarro, O.3    Mei, J.4    Stevens, E.D.5    Scott, N.M.6
  • 7
    • 0036809725 scopus 로고    scopus 로고
    • Dupont, J.; De Souza, R. F.; Suarez, P. A. Z. Ionic Liquid (Molten Salt) Phase Organometallic Catalysis. Chem. Rev. 2002, 102, 3667-3692.
    • Dupont, J.; De Souza, R. F.; Suarez, P. A. Z. Ionic Liquid (Molten Salt) Phase Organometallic Catalysis. Chem. Rev. 2002, 102, 3667-3692.
  • 8
    • 28644440478 scopus 로고    scopus 로고
    • Microwave-Promoted Suzuki Coupling Reactions with Organotrifluoroborates in Water Using Ultra-Low Catalyst Loadings
    • Leadbeater, N. E.; Arvela, R. K.; Mack, T. L.; Kormos, C. M. Microwave-Promoted Suzuki Coupling Reactions with Organotrifluoroborates in Water Using Ultra-Low Catalyst Loadings. Tetrahedron Lett. 2006, 2, 217-220.
    • (2006) Tetrahedron Lett , vol.2 , pp. 217-220
    • Leadbeater, N.E.1    Arvela, R.K.2    Mack, T.L.3    Kormos, C.M.4
  • 9
    • 0032482505 scopus 로고    scopus 로고
    • The Efficient Stereoselective Synthesis of Z-Vinylsilanes Through the Suzuki-Miyaura Coupling of Z-(α-Silylvinyl)borinates
    • Soderquist, J. A.; León, G. The Efficient Stereoselective Synthesis of Z-Vinylsilanes Through the Suzuki-Miyaura Coupling of Z-(α-Silylvinyl)borinates. Tetrahedron Lett. 1998, 23, 3989-3990.
    • (1998) Tetrahedron Lett , vol.23 , pp. 3989-3990
    • Soderquist, J.A.1    León, G.2
  • 10
    • 25444525695 scopus 로고    scopus 로고
    • A Stereoselective Synthesis of 1,6-Diphenyl-1,3,5-Hexatrienes Utilising 4,4,6-Trimethyl-2-vinyl-1, 3,2-dioxaborinane as a Two-Carbon Alkenyl Building Block
    • (a) Lightfoot, A. P.; Twiddle, S. J. R.; Whiting, A. A Stereoselective Synthesis of 1,6-Diphenyl-1,3,5-Hexatrienes Utilising 4,4,6-Trimethyl-2-vinyl-1, 3,2-dioxaborinane as a Two-Carbon Alkenyl Building Block. Org. Biomol. Chem. 2005, 3, 3167-3172.
    • (2005) Org. Biomol. Chem , vol.3 , pp. 3167-3172
    • Lightfoot, A.P.1    Twiddle, S.J.R.2    Whiting, A.3
  • 11
    • 0141629369 scopus 로고    scopus 로고
    • 4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane: A Superior 2-Carbon Building Block for Vinylboronate Heck Couplings
    • (b) Lightfoot, A. P.; Maw, G.; Thirsk, C.; Twiddle, S. J. R.; Whiting, A. 4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane: A Superior 2-Carbon Building Block for Vinylboronate Heck Couplings. Tetrahedron Lett. 2003, 44, 7645-7648.
    • (2003) Tetrahedron Lett , vol.44 , pp. 7645-7648
    • Lightfoot, A.P.1    Maw, G.2    Thirsk, C.3    Twiddle, S.J.R.4    Whiting, A.5
  • 12
    • 14644442284 scopus 로고    scopus 로고
    • 4,4,6-Trimethyl-2- vinyl-1,3,2-dioxaborinane: An Efficient and Selective 2-Carbon Building Block for Vinylboronate Suzuki-Miyaura Coupling Reactions
    • (c) Lightfoot, A. P.; Twiddle, S. J. R.; Whiting, A. 4,4,6-Trimethyl-2- vinyl-1,3,2-dioxaborinane: An Efficient and Selective 2-Carbon Building Block for Vinylboronate Suzuki-Miyaura Coupling Reactions. Synlett 2005, 529-531.
    • (2005) Synlett , pp. 529-531
    • Lightfoot, A.P.1    Twiddle, S.J.R.2    Whiting, A.3
  • 13
    • 0026418434 scopus 로고
    • The Atom Economy- A Search For Synthetic Efficiency
    • Trost, B. M. The Atom Economy- A Search For Synthetic Efficiency. Science 1991, 254, 1471-1477.
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 14
    • 9744219682 scopus 로고    scopus 로고
    • Development of an End-game Strategy Towards Apoptolidin: A Sequential Suzuki Coupling Approach
    • Sulikowski, G. A. Development of an End-game Strategy Towards Apoptolidin: A Sequential Suzuki Coupling Approach. Tetrahedron 2005, 61, 401-408.
    • (2005) Tetrahedron , vol.61 , pp. 401-408
    • Sulikowski, G.A.1
  • 15
    • 33751155775 scopus 로고
    • Conversion of Arylboronic Acids into Potassium Aryltrifluoroborates: Convenient Precursors of Arylboron Difluoride Lewis Acids
    • Vedejs, E.; Chapman, R. W.; Fields, S. C.; Lin, S.; Schrimpf, M. R. Conversion of Arylboronic Acids into Potassium Aryltrifluoroborates: Convenient Precursors of Arylboron Difluoride Lewis Acids. J. Org. Chem. 1995, 60, 3020-3027.
    • (1995) J. Org. Chem , vol.60 , pp. 3020-3027
    • Vedejs, E.1    Chapman, R.W.2    Fields, S.C.3    Lin, S.4    Schrimpf, M.R.5
  • 16
    • 9644273769 scopus 로고    scopus 로고
    • Regiospecific Functionalization of Methyl C-H Bonds of Alkyl Groups in Reagents with Heteroatom Functionality
    • Hartwig, J. F.; Lawrence, J. D.; Takahashi, M.; Bae, C. Regiospecific Functionalization of Methyl C-H Bonds of Alkyl Groups in Reagents with Heteroatom Functionality. J. Am. Chem. Soc. 2004, 126, 15334-15335.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 15334-15335
    • Hartwig, J.F.1    Lawrence, J.D.2    Takahashi, M.3    Bae, C.4
  • 17
    • 0041528503 scopus 로고    scopus 로고
    • Di(isopropylprenyl)-borane: A New Hydroboration Reagent for the Synthesis of Alkyl and Alkenyl Boronic Acids
    • (a) Snieckus, V.; Kalinin, A. V.; Scherer, S. Di(isopropylprenyl)-borane: A New Hydroboration Reagent for the Synthesis of Alkyl and Alkenyl Boronic Acids. Angew. Chem., Int. Ed. 2003, 42, 3399-3404.
    • (2003) Angew. Chem., Int. Ed , vol.42 , pp. 3399-3404
    • Snieckus, V.1    Kalinin, A.V.2    Scherer, S.3
  • 18
    • 17744396128 scopus 로고    scopus 로고
    • Hydroboration with Pyridine Borane at Room Temperature
    • (b) Vedejs, E.; Clay, J. M. Hydroboration with Pyridine Borane at Room Temperature. J. Am. Chem. Soc 2005, 127, 5766-5767.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 5766-5767
    • Vedejs, E.1    Clay, J.M.2
  • 19
    • 0034709380 scopus 로고    scopus 로고
    • Miyaura, N.; Ohmura, T.; Yamamoto, Y. Rhodium-or Iridium-Catalyzed trans-Hydroboration of Terminal Alkynes, Giving (Z)-1-Alkenylboron Compounds. J. Am. Chem. Soc. 2000, 122, 4990-4991.
    • (c) Miyaura, N.; Ohmura, T.; Yamamoto, Y. Rhodium-or Iridium-Catalyzed trans-Hydroboration of Terminal Alkynes, Giving (Z)-1-Alkenylboron Compounds. J. Am. Chem. Soc. 2000, 122, 4990-4991.
  • 20
    • 5644269053 scopus 로고    scopus 로고
    • Iridium-Catalyzed Hydroboration of Alkenes with Pinacolborane
    • (d) Miyaura, N.; Yamamoto, Y.; Fujikawa, R.; Umemoto, T. Iridium-Catalyzed Hydroboration of Alkenes with Pinacolborane. Tetrahedron 2004, 60, 10695-10700.
    • (2004) Tetrahedron , vol.60 , pp. 10695-10700
    • Miyaura, N.1    Yamamoto, Y.2    Fujikawa, R.3    Umemoto, T.4
  • 21
    • 0030900078 scopus 로고    scopus 로고
    • Cross-Coupling Reactions of Arenediazonium Tetrafluoroborates with Potassium Aryl- or Alkenyltrifluoroborates Catalyzed by Palladium
    • Genêt, J-P.; Darses, S.; Brayer, J-L.; Demoute, J-P. Cross-Coupling Reactions of Arenediazonium Tetrafluoroborates with Potassium Aryl- or Alkenyltrifluoroborates Catalyzed by Palladium. Tetrahedron Lett. 1997, 25, 4393-4396.
    • (1997) Tetrahedron Lett , vol.25 , pp. 4393-4396
    • Genêt, J.-P.1    Darses, S.2    Brayer, J.-L.3    Demoute, J.-P.4
  • 22
    • 0033033421 scopus 로고    scopus 로고
    • Hypervalent Iodine in Synthesis XXXIII: Palladium Catalyzed Cross-Coupling Reaction of Potassium Aryltrifluoroborates with Diaryliodonium Salts and Hydroxyl(tosyloxy)iodobenzene
    • Xia, M.; Chen, X.-C. Hypervalent Iodine in Synthesis XXXIII: Palladium Catalyzed Cross-Coupling Reaction of Potassium Aryltrifluoroborates with Diaryliodonium Salts and Hydroxyl(tosyloxy)iodobenzene. Synth. Commun. 1999, 29, 2457-2465.
    • (1999) Synth. Commun , vol.29 , pp. 2457-2465
    • Xia, M.1    Chen, X.-C.2
  • 23
    • 21244496290 scopus 로고    scopus 로고
    • Computational Characterization of the Role of the Base in the Suzuki-Miyaura Cross-Coupling Reaction
    • Braga, A. C. C.; Morgon, N. H.; Ujaque, G.; Maseras, F. Computational Characterization of the Role of the Base in the Suzuki-Miyaura Cross-Coupling Reaction. J. Am. Chem. Soc. 2005, 127, 9298-9307.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 9298-9307
    • Braga, A.C.C.1    Morgon, N.H.2    Ujaque, G.3    Maseras, F.4
  • 24
    • 0038362703 scopus 로고    scopus 로고
    • Palladium-Catalyzed Suzuki-Miyaura Cross-Couping Reactions of Potassium Aryl- and Heteroaryltrifluoroborates
    • (a) Molander, G. A.; Biolatto, B. Palladium-Catalyzed Suzuki-Miyaura Cross-Couping Reactions of Potassium Aryl- and Heteroaryltrifluoroborates. J. Org. Chem. 2003, 68, 4302-4314.
    • (2003) J. Org. Chem , vol.68 , pp. 4302-4314
    • Molander, G.A.1    Biolatto, B.2
  • 25
    • 0035945027 scopus 로고    scopus 로고
    • Synthesis and Cross-Coupling Reactions of Tetraalkylammonium Organotrifluoroborate Salts
    • (b) Batey, R. A.; Quach, T. D. Synthesis and Cross-Coupling Reactions of Tetraalkylammonium Organotrifluoroborate Salts. Tetrahedron Lett. 2002, 42, 9099-9103.
    • (2002) Tetrahedron Lett , vol.42 , pp. 9099-9103
    • Batey, R.A.1    Quach, T.D.2
  • 26
    • 0037594874 scopus 로고    scopus 로고
    • Batey, R. A.; Thadani, A. N. A Mild Protocol for Allylation and Highly Diastereoselective Syn or Anti Crotylation of Aldehydes in Biphasic and Aqueous Media Utilizing Potassium Allyl- and Crotyltrifluoroborates. Org. Lett. 2002, 4, 3827-3830.
    • (c) Batey, R. A.; Thadani, A. N. A Mild Protocol for Allylation and Highly Diastereoselective Syn or Anti Crotylation of Aldehydes in Biphasic and Aqueous Media Utilizing Potassium Allyl- and Crotyltrifluoroborates. Org. Lett. 2002, 4, 3827-3830.
  • 27
    • 26844560825 scopus 로고    scopus 로고
    • Deprotection of Pinacolyl Boronate Esters Via Hydrolysis of Intermediate Potassium Trifluoroborates
    • (d) Hutton, C. A.; Yuen, A. K. L. Deprotection of Pinacolyl Boronate Esters Via Hydrolysis of Intermediate Potassium Trifluoroborates. Tetrahedron Lett. 2005, 46, 7899-7903.
    • (2005) Tetrahedron Lett , vol.46 , pp. 7899-7903
    • Hutton, C.A.1    Yuen, A.K.L.2
  • 28
    • 0742313889 scopus 로고    scopus 로고
    • Palladium-Catalyzed Suzuki-Type-Coupling of Arylboronic Acids. A Mechanistic Study
    • Moreno-Mañas, M.; Pérez, M.; Pleixats, R. Palladium-Catalyzed Suzuki-Type-Coupling of Arylboronic Acids. A Mechanistic Study. J. Org. Chem. 1996, 61, 2346-2351.
    • (1996) J. Org. Chem , vol.61 , pp. 2346-2351
    • Moreno-Mañas, M.1    Pérez, M.2    Pleixats, R.3
  • 29
    • 22244449323 scopus 로고    scopus 로고
    • Palladium-Catalyzed Suzuki-Miyaura Reactions of Potassium Aryl- and Heteroaryltrifluoroborates with Aryl- and Heteroaryl Triflates
    • Molander, G. A.; Petrillo, D. E.; Landzberg, N. R.; Rohanna, J. C.; Biolatto, B. Palladium-Catalyzed Suzuki-Miyaura Reactions of Potassium Aryl- and Heteroaryltrifluoroborates with Aryl- and Heteroaryl Triflates. Synlett 2005, 1763-1766.
    • (2005) Synlett , pp. 1763-1766
    • Molander, G.A.1    Petrillo, D.E.2    Landzberg, N.R.3    Rohanna, J.C.4    Biolatto, B.5
  • 30
    • 0041818289 scopus 로고    scopus 로고
    • Regiospecific Suzuki Coupling of 3,5-Dichloroisothiazole-4-carbonitrile
    • (a) Christoforou, I. C.; Koutentis, P. A.; Rees, C. W. Regiospecific Suzuki Coupling of 3,5-Dichloroisothiazole-4-carbonitrile. Org. Biomol. Chem. 2003, 1, 2900-2907.
    • (2003) Org. Biomol. Chem , vol.1 , pp. 2900-2907
    • Christoforou, I.C.1    Koutentis, P.A.2    Rees, C.W.3
  • 31
    • 33745721269 scopus 로고    scopus 로고
    • Kudo, N.; Perseghini, M.; Fu, G. C. A Versatile Method for Suzuki Cross-Coupling Reactions of Nitrogen Heterocycles. Angew. Chem., Int. Ed. 2006, 45, 1282-1284.
    • (b) Kudo, N.; Perseghini, M.; Fu, G. C. A Versatile Method for Suzuki Cross-Coupling Reactions of Nitrogen Heterocycles. Angew. Chem., Int. Ed. 2006, 45, 1282-1284.
  • 32
    • 24144447839 scopus 로고    scopus 로고
    • Synthesis of the Side Chain Cross-Linked Tyrosine Oligomers Dityrosine, Trityrosine, and Pucherosine
    • Skaff, O.; Jollioffe, K. A.; Hutton, C. A. Synthesis of the Side Chain Cross-Linked Tyrosine Oligomers Dityrosine, Trityrosine, and Pucherosine. J. Org. Chem. 2005, 70, 7353-7363.
    • (2005) J. Org. Chem , vol.70 , pp. 7353-7363
    • Skaff, O.1    Jollioffe, K.A.2    Hutton, C.A.3
  • 33
    • 4344622301 scopus 로고    scopus 로고
    • Efficient Catalyst for the Suzuki-Miyaura Coupling of Potassium Aryl Trifluoroborates with Aryl Chlorides
    • Barder, T. E.; Buchwald, S. L. Efficient Catalyst for the Suzuki-Miyaura Coupling of Potassium Aryl Trifluoroborates with Aryl Chlorides. Org. Lett. 2004, 6, 2649-2652.
    • (2004) Org. Lett , vol.6 , pp. 2649-2652
    • Barder, T.E.1    Buchwald, S.L.2
  • 34
    • 33746326505 scopus 로고    scopus 로고
    • Palladium(0)-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions of Potassium Aryl- and Heteroaryltrifluoroborates with Alkenyl Bromides
    • Molander, G. A.; Fumagalli, T. Palladium(0)-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions of Potassium Aryl- and Heteroaryltrifluoroborates with Alkenyl Bromides. J. Org. Chem. 2006, 71, 5743-5747.
    • (2006) J. Org. Chem , vol.71 , pp. 5743-5747
    • Molander, G.A.1    Fumagalli, T.2
  • 35
    • 33751569703 scopus 로고    scopus 로고
    • Suzuki-Miyaura Cross-Coupling Reactions of Benzyl Halides with Potassium Aryltrifluoroborates
    • Molander, G. A.; Elia, M. Suzuki-Miyaura Cross-Coupling Reactions of Benzyl Halides with Potassium Aryltrifluoroborates. J. Org. Chem. 2006, 71, 9198-9202.
    • (2006) J. Org. Chem , vol.71 , pp. 9198-9202
    • Molander, G.A.1    Elia, M.2
  • 36
    • 0037195653 scopus 로고    scopus 로고
    • Suzuki-Miyaura Cross-Coupling Reaction of Potassium Alkenyltrifluoroborates
    • (a) Molander, G. A.; Bernardi, C. Suzuki-Miyaura Cross-Coupling Reaction of Potassium Alkenyltrifluoroborates. J. Org. Chem. 2002, 67, 8416-8423.
    • (2002) J. Org. Chem , vol.67 , pp. 8416-8423
    • Molander, G.A.1    Bernardi, C.2
  • 37
    • 14844339766 scopus 로고    scopus 로고
    • García-Fortanet, J.; Debergh, J. R.; De Brabander, J. K. A Photochemical Entry to Depsides: Synthesis of Guststin. Org. Lett. 2005, 7, 685-688.
    • (b) García-Fortanet, J.; Debergh, J. R.; De Brabander, J. K. A Photochemical Entry to Depsides: Synthesis of Guststin. Org. Lett. 2005, 7, 685-688.
  • 38
    • 0000812505 scopus 로고    scopus 로고
    • Suzuki Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates
    • (a) Molander, G. A.; Rodriguez-Rivero, M. Suzuki Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates. Org. Lett. 2002, 4, 107-109.
    • (2002) Org. Lett , vol.4 , pp. 107-109
    • Molander, G.A.1    Rodriguez-Rivero, M.2
  • 39
    • 33845948495 scopus 로고    scopus 로고
    • Suzuki-Miyaura Cross-Coupling Reactions of Potassium Vinyltrifluoroborate with Aryl and Heteroaryl Electrophiles
    • (b) Molander, G. A.; Brown, A. Suzuki-Miyaura Cross-Coupling Reactions of Potassium Vinyltrifluoroborate with Aryl and Heteroaryl Electrophiles. J. Org. Chem. 2006, 71, 9681-9686.
    • (2006) J. Org. Chem , vol.71 , pp. 9681-9686
    • Molander, G.A.1    Brown, A.2
  • 40
    • 0032500090 scopus 로고    scopus 로고
    • Potassium Vinyltrifluoroborate: A Stable and Efficient Vinylating Agent of Arenediazonium Salts Using Palladium Catalysts
    • (c) Darses, S.; Michaud, G.; Genêt, J-P. Potassium Vinyltrifluoroborate: A Stable and Efficient Vinylating Agent of Arenediazonium Salts Using Palladium Catalysts. Tetrahedron Lett. 1998, 39, 5045-5048.
    • (1998) Tetrahedron Lett , vol.39 , pp. 5045-5048
    • Darses, S.1    Michaud, G.2    Genêt, J.-P.3
  • 41
    • 15244338519 scopus 로고    scopus 로고
    • A Novel Synthetic Protocol for Poly(fluorenylenevinylene)s: A Cascade Suzuki-Heck Reaction
    • (d) Grisorio, R.; Mastrorilli, P.; Nobile, C. F.; Romanazzi, G.; Suranna, G. P. A Novel Synthetic Protocol for Poly(fluorenylenevinylene)s: A Cascade Suzuki-Heck Reaction. Tetrahedron Lett. 2005, 46, 2555-2558.
    • (2005) Tetrahedron Lett , vol.46 , pp. 2555-2558
    • Grisorio, R.1    Mastrorilli, P.2    Nobile, C.F.3    Romanazzi, G.4    Suranna, G.P.5
  • 42
    • 3543008949 scopus 로고    scopus 로고
    • Efficient Synthesis of Aryl Vinyl Ethers Exploiting 2,4,6-Trivinylcyclotriboroxane as a Vinylboronic Acid Equivalent
    • O'Shea, D. F.; McKinley, N. F. Efficient Synthesis of Aryl Vinyl Ethers Exploiting 2,4,6-Trivinylcyclotriboroxane as a Vinylboronic Acid Equivalent. J. Org. Chem. 2004, 69, 5087-5092.
    • (2004) J. Org. Chem , vol.69 , pp. 5087-5092
    • O'Shea, D.F.1    McKinley, N.F.2
  • 43
    • 24944547961 scopus 로고    scopus 로고
    • Total Synthesis of Serofendic Acids A and B Employing Tin-Free Homoallyl-Homoallyl Radical Rearrangement
    • Toyota, M.; Asano, T.; Ihara, M. Total Synthesis of Serofendic Acids A and B Employing Tin-Free Homoallyl-Homoallyl Radical Rearrangement. Org. Lett. 2005, 7, 3929-3932.
    • (2005) Org. Lett , vol.7 , pp. 3929-3932
    • Toyota, M.1    Asano, T.2    Ihara, M.3
  • 46
    • 18744380684 scopus 로고    scopus 로고
    • Stereoselective Suzuki-Miyaura Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates with Alkenyl Bromides
    • Molander, G. A.; Felix, L. A. Stereoselective Suzuki-Miyaura Cross-Coupling Reactions of Potassium Alkenyltrifluoroborates with Alkenyl Bromides. J. Org. Chem. 2005, 70, 3950-3956.
    • (2005) J. Org. Chem , vol.70 , pp. 3950-3956
    • Molander, G.A.1    Felix, L.A.2
  • 47
    • 4143060313 scopus 로고    scopus 로고
    • Formal Total Synthesis of Oximidine II via a Suzuki-Type Cross-Coupling Macrocyclization Employing Potassium Organotrifluoroborates
    • Molander, G. A.; Dehmel, F. Formal Total Synthesis of Oximidine II via a Suzuki-Type Cross-Coupling Macrocyclization Employing Potassium Organotrifluoroborates. J. Am. Chem. Soc. 2004, 126, 10313-10318.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 10313-10318
    • Molander, G.A.1    Dehmel, F.2
  • 49
    • 33645025619 scopus 로고    scopus 로고
    • One-Pot Synthesis of Trisubstituted Conjugated Dienes via Sequential Suzuki-Miyaura Cross-Coupling with Alkenyl- and Alkyltrifluoroborates
    • Molander, G. A.; Yokoyama, Y. One-Pot Synthesis of Trisubstituted Conjugated Dienes via Sequential Suzuki-Miyaura Cross-Coupling with Alkenyl- and Alkyltrifluoroborates. J. Org. Chem. 2006, 71, 2493-2498.
    • (2006) J. Org. Chem , vol.71 , pp. 2493-2498
    • Molander, G.A.1    Yokoyama, Y.2
  • 50
    • 0035825767 scopus 로고    scopus 로고
    • Cross-Coupling Reactions of Potassium Alkyltrifluoroborates with Aryl and Alkenyl Trifluoromethane-sulfonates
    • (a) Molander, G. A.; Ito, T. Cross-Coupling Reactions of Potassium Alkyltrifluoroborates with Aryl and Alkenyl Trifluoromethane-sulfonates. Org. Lett. 2001, 3, 393-396.
    • (2001) Org. Lett , vol.3 , pp. 393-396
    • Molander, G.A.1    Ito, T.2
  • 51
    • 0038337802 scopus 로고    scopus 로고
    • B-Alkyl Suzuki-Miyaura Cross-Coupling Reactions with Air-Stable Potassium Alkyltrifluoroborates
    • (b) Molander, G. A.; Yun, C.S.; Ribagorda, M.; Biolatto, B. B-Alkyl Suzuki-Miyaura Cross-Coupling Reactions with Air-Stable Potassium Alkyltrifluoroborates. J. Org. Chem. 2003, 68, 5534-5539.
    • (2003) J. Org. Chem , vol.68 , pp. 5534-5539
    • Molander, G.A.1    Yun, C.S.2    Ribagorda, M.3    Biolatto, B.4
  • 52
    • 0011806674 scopus 로고
    • Palladium Catalyzed Cross-Coupling Reaction of Aryl or Vinylic Triflates with Organoboron Compounds
    • Suzuki, A.; Miyaura, N.; Oh-e, T. Palladium Catalyzed Cross-Coupling Reaction of Aryl or Vinylic Triflates with Organoboron Compounds. Synlett 1990, 4, 221-223.
    • (1990) Synlett , vol.4 , pp. 221-223
    • Suzuki, A.1    Miyaura, N.2    Oh-e, T.3
  • 53
    • 33845286190 scopus 로고    scopus 로고
    • Palladium-Catalyzed Cross-Coupling Reaction of Alkenyl Bromides with Potassium Alkyltrifluoroborates
    • Molander, G. A.; Ham, J.; Seapy, D. G. Palladium-Catalyzed Cross-Coupling Reaction of Alkenyl Bromides with Potassium Alkyltrifluoroborates. Tetrahedron 2007, 63, 768-775.
    • (2007) Tetrahedron , vol.63 , pp. 768-775
    • Molander, G.A.1    Ham, J.2    Seapy, D.G.3
  • 54
    • 1342264155 scopus 로고    scopus 로고
    • Palladium-Catalyzed Cross-Coupling of Stereospecific Potassium Cyclopropyl Trifluoroborates with Aryl Bromides
    • Fang, G.-H.; Yan, Z.-J.; Deng, M.-Z. Palladium-Catalyzed Cross-Coupling of Stereospecific Potassium Cyclopropyl Trifluoroborates with Aryl Bromides. Org. Lett. 2004, 6, 357-360.
    • (2004) Org. Lett , vol.6 , pp. 357-360
    • Fang, G.-H.1    Yan, Z.-J.2    Deng, M.-Z.3
  • 55
    • 0037195653 scopus 로고    scopus 로고
    • Development of the Suzuki-Miyaura Cross-Coupling Reaction: Use of Air-Stable Potassium Alkynyltrifluoroborates in Aryl Alkynylations
    • Molander, G. A.; Katona, B. W.; Machrouhi, F. Development of the Suzuki-Miyaura Cross-Coupling Reaction: Use of Air-Stable Potassium Alkynyltrifluoroborates in Aryl Alkynylations. J. Org. Chem. 2002, 67, 8416-8423.
    • (2002) J. Org. Chem , vol.67 , pp. 8416-8423
    • Molander, G.A.1    Katona, B.W.2    Machrouhi, F.3
  • 56
    • 11844273856 scopus 로고    scopus 로고
    • Synthesis of Conjugated Enediynes via Palladium Catalyzed Cross-Coupling Reactions of Potassium Alkynyltrifluoroborates
    • Kabalka, G. W.; Dong, G.; Venkataiah, B. Synthesis of Conjugated Enediynes via Palladium Catalyzed Cross-Coupling Reactions of Potassium Alkynyltrifluoroborates. Tetrahedron Lett. 2005, 46, 763-765.
    • (2005) Tetrahedron Lett , vol.46 , pp. 763-765
    • Kabalka, G.W.1    Dong, G.2    Venkataiah, B.3
  • 57
    • 11044220599 scopus 로고    scopus 로고
    • Synthesis of 1,3-Enynes via Suzuki-Type Reaction of Vinylic Tellurides and Potssium Alkynyltrifluoroborate Salts
    • (a) Stefani, H. A.; Cella, R.; Dörr, F. A.; Pereira, C. M. P.; Zeni, G.; Gomes, M., Jr. Synthesis of 1,3-Enynes via Suzuki-Type Reaction of Vinylic Tellurides and Potssium Alkynyltrifluoroborate Salts. Tetrahedron Lett. 2005, 46, 563-567.
    • (2005) Tetrahedron Lett , vol.46 , pp. 563-567
    • Stefani, H.A.1    Cella, R.2    Dörr, F.A.3    Pereira, C.M.P.4    Zeni, G.5    Gomes Jr., M.6
  • 58
    • 31144451841 scopus 로고    scopus 로고
    • Suzuki-Miyaura Cross-Coupling Reactions of Aryl Tellurides with Potassium Aryltrifluoroborate Salts
    • (b) Cella, R.; Cunha, R. L. O. R.; Reis, A. E. S.; Pimenta, D. C.; Klitzke, C. F.; Stefani, H. A. Suzuki-Miyaura Cross-Coupling Reactions of Aryl Tellurides with Potassium Aryltrifluoroborate Salts. J. Org. Chem. 2006, 71, 244-250.
    • (2006) J. Org. Chem , vol.71 , pp. 244-250
    • Cella, R.1    Cunha, R.L.O.R.2    Reis, A.E.S.3    Pimenta, D.C.4    Klitzke, C.F.5    Stefani, H.A.6
  • 59
    • 28044437338 scopus 로고    scopus 로고
    • Enol Tosylates as Viable Partners in Pd-Catalyzed Cross-Coupling Reactions
    • (a) Steinhuebel, D.; Baxter, J. M.; Palucki, M.; Davies, I. W. Enol Tosylates as Viable Partners in Pd-Catalyzed Cross-Coupling Reactions. J. Org. Chem. 2005, 70, 10124-10127.
    • (2005) J. Org. Chem , vol.70 , pp. 10124-10127
    • Steinhuebel, D.1    Baxter, J.M.2    Palucki, M.3    Davies, I.W.4
  • 60
    • 31944444620 scopus 로고    scopus 로고
    • Palladium-Catalyzed Suzuki-Miyaura Couplings of Potassium Aryl Trifluoroborates with 4-Tosyloxycoumarins or 4-Tosyloxyquinolin-2(1H)-one
    • (b) Wu, J.; Zhang, L.; Xia, H.-G. Palladium-Catalyzed Suzuki-Miyaura Couplings of Potassium Aryl Trifluoroborates with 4-Tosyloxycoumarins or 4-Tosyloxyquinolin-2(1H)-one. Tetrahedron Lett. 2006, 47, 1525-1528.
    • (2006) Tetrahedron Lett , vol.47 , pp. 1525-1528
    • Wu, J.1    Zhang, L.2    Xia, H.-G.3
  • 61
    • 33644748180 scopus 로고    scopus 로고
    • The Design and Synthesis of Bis(thiourea) Ligands and Their Application in Pd-Catalyzed Heck and Suzuki Reactions under Aerobic Conditions
    • Chen, W.; Li, R.; Han, B.; Li, B.-J.; Chen, Y.-C.; Wu, Y.; Ding, L.-S.; Yang, D. The Design and Synthesis of Bis(thiourea) Ligands and Their Application in Pd-Catalyzed Heck and Suzuki Reactions under Aerobic Conditions. Eur. J. Org. Chem. 2006, 1177-1184.
    • (2006) Eur. J. Org. Chem , pp. 1177-1184
    • Chen, W.1    Li, R.2    Han, B.3    Li, B.-J.4    Chen, Y.-C.5    Wu, Y.6    Ding, L.-S.7    Yang, D.8
  • 62
    • 33644550006 scopus 로고    scopus 로고
    • Palladium on Activated Carbon - A Recyclable Catalyst for Suzuki-Miyaura Cross-Coupling of Aryl Chlorides in Water
    • Lysén, M.; Köhler, K. Palladium on Activated Carbon - A Recyclable Catalyst for Suzuki-Miyaura Cross-Coupling of Aryl Chlorides in Water. Synthesis 2006, 692-698.
    • (2006) Synthesis , pp. 692-698
    • Lysén, M.1    Köhler, K.2
  • 63
    • 23744468905 scopus 로고    scopus 로고
    • Microwave Enhanced Cross-Coupling Reactions Involving Potassium Organotrifluoroborates
    • (a) Kabalka, G. W.; Al-Masum, M. Microwave Enhanced Cross-Coupling Reactions Involving Potassium Organotrifluoroborates. Tetrahedron Lett. 2005, 46, 6329-6331.
    • (2005) Tetrahedron Lett , vol.46 , pp. 6329-6331
    • Kabalka, G.W.1    Al-Masum, M.2
  • 64
    • 30544439318 scopus 로고    scopus 로고
    • Microwave Enhanced Cross-Coupling Reactions Involving Alkenyl- and Alkynyltrifluoroborates
    • (b) Kabalka, G. W.; Al-Masum, M.; Mereddy, A. R.; Dadush, E. Microwave Enhanced Cross-Coupling Reactions Involving Alkenyl- and Alkynyltrifluoroborates. Tetrahedron Lett. 2006, 47, 1133-1136.
    • (2006) Tetrahedron Lett , vol.47 , pp. 1133-1136
    • Kabalka, G.W.1    Al-Masum, M.2    Mereddy, A.R.3    Dadush, E.4
  • 65
    • 33646344685 scopus 로고    scopus 로고
    • Ultrasound-Assisted Synthesis of Z and E Stilbenes by Suzuki Cross-Coupling Reactions of Organotellurides with Potassium Organotrifluoroborate Salts
    • Cella, R.; Stefani, H. A. Ultrasound-Assisted Synthesis of Z and E Stilbenes by Suzuki Cross-Coupling Reactions of Organotellurides with Potassium Organotrifluoroborate Salts. Tetrahedron 2006, 62, 5656-5662.
    • (2006) Tetrahedron , vol.62 , pp. 5656-5662
    • Cella, R.1    Stefani, H.A.2
  • 66
    • 30744455995 scopus 로고    scopus 로고
    • The Synthesis of Bis(oligophenylene- ethylenes): Novel Potential Nonlinear Optical Material
    • Armitt, D. J.; Crisp, G. T. The Synthesis of Bis(oligophenylene- ethylenes): Novel Potential Nonlinear Optical Material. Tetrahedron 2006, 62, 1485-1493.
    • (2006) Tetrahedron , vol.62 , pp. 1485-1493
    • Armitt, D.J.1    Crisp, G.T.2
  • 67
    • 33645884420 scopus 로고    scopus 로고
    • Palladium Catalyzed Coupling Reactions of Cationic Porphyrins with Organoboranes (Suzuki) and Alkenes (Heck)
    • Tremblay-Morin, J.-P.; Ali, H.; van Lier, J. E. Palladium Catalyzed Coupling Reactions of Cationic Porphyrins with Organoboranes (Suzuki) and Alkenes (Heck). Tetrahedron Lett. 2006, 3042-3046.
    • (2006) Tetrahedron Lett , pp. 3042-3046
    • Tremblay-Morin, J.-P.1    Ali, H.2    van Lier, J.E.3
  • 68
    • 0025283733 scopus 로고    scopus 로고
    • A Wide Range of Organosilicon Compounds Couples with Enol and Aryl Triflates in the Presence of Pd Catalyst and Fluoride Ion
    • (a) Hiyama, T.; Hatanaka, Y. A Wide Range of Organosilicon Compounds Couples with Enol and Aryl Triflates in the Presence of Pd Catalyst and Fluoride Ion. Tetrahedron Lett. 2001, 31, 2719-2722.
    • (2001) Tetrahedron Lett , vol.31 , pp. 2719-2722
    • Hiyama, T.1    Hatanaka, Y.2
  • 69
    • 0036798587 scopus 로고    scopus 로고
    • Design and Implementation of New, Silicon-based Cross-coupling Reactions: Importance of Silicon-Oxygen Bonds
    • (b) Denmark, S. E.; Sweis, R. F. Design and Implementation of New, Silicon-based Cross-coupling Reactions: Importance of Silicon-Oxygen Bonds. Acc. Chem. Res. 2002, 35, 835-846.
    • (2002) Acc. Chem. Res , vol.35 , pp. 835-846
    • Denmark, S.E.1    Sweis, R.F.2
  • 70
    • 0033525838 scopus 로고    scopus 로고
    • Cross-Coupling Reactions of Hypervalent Siloxane Derivatives: An Alternative to Stille and Suzuki Couplings
    • (c) Mowery, M. E.; DeShong, P. Cross-Coupling Reactions of Hypervalent Siloxane Derivatives: An Alternative to Stille and Suzuki Couplings. J. Org. Chem. 1999, 64, 1684-1688.
    • (1999) J. Org. Chem , vol.64 , pp. 1684-1688
    • Mowery, M.E.1    DeShong, P.2
  • 72
    • 33744718804 scopus 로고    scopus 로고
    • Synthesis of Functionalized Organotrifluoroborates via Halomethyltrifluoroborates
    • Molander, G. A.; Ham, J. Synthesis of Functionalized Organotrifluoroborates via Halomethyltrifluoroborates. Org. Lett. 2006, 8, 2031-2034.
    • (2006) Org. Lett , vol.8 , pp. 2031-2034
    • Molander, G.A.1    Ham, J.2
  • 73
    • 33746108240 scopus 로고    scopus 로고
    • Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides
    • Molander, G. A.; Ham, J. Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides. Org. Lett. 2006, 8, 2767-2770.
    • (2006) Org. Lett , vol.8 , pp. 2767-2770
    • Molander, G.A.1    Ham, J.2
  • 74
    • 33749024723 scopus 로고    scopus 로고
    • Molander, G. A.; Ellis, N. Linchpin Synthons: Metalation of Aryl Bromides Bearing a Potassium Trifluoroborate Moiety. J. Org. Chem. 2006, 71, 7491-7493.
    • Molander, G. A.; Ellis, N. Linchpin Synthons: Metalation of Aryl Bromides Bearing a Potassium Trifluoroborate Moiety. J. Org. Chem. 2006, 71, 7491-7493.
  • 75
    • 18844440955 scopus 로고    scopus 로고
    • Preparation and Selective Reactions of Mixed Bimetallic Aromatic and Heteroaromatic Boron-Magnesium Reagents
    • Knochel, P.; Baron, O. Preparation and Selective Reactions of Mixed Bimetallic Aromatic and Heteroaromatic Boron-Magnesium Reagents. Angew. Chem., Int. Ed. 2005, 44, 3133-3135.
    • (2005) Angew. Chem., Int. Ed , vol.44 , pp. 3133-3135
    • Knochel, P.1    Baron, O.2
  • 76
    • 33746635552 scopus 로고    scopus 로고
    • Oxidation of Hydroxyl-Substituted Organotrifluoroborates
    • Molander, G. A.; Petrillo, D. E. Oxidation of Hydroxyl-Substituted Organotrifluoroborates. J. Am. Chem. Soc. 2006, 128, 9634-9635.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 9634-9635
    • Molander, G.A.1    Petrillo, D.E.2
  • 77
    • 0042193015 scopus 로고    scopus 로고
    • Expanding Organoboron Chemistry. Epoxidation of Potassium Organotrifluoroborates
    • Molander, G. A.; Ribagorda, M. Expanding Organoboron Chemistry. Epoxidation of Potassium Organotrifluoroborates. J. Am. Chem. Soc. 2003, 125, 11148-11149.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 11148-11149
    • Molander, G.A.1    Ribagorda, M.2
  • 78
    • 30944460159 scopus 로고    scopus 로고
    • cis-Dihydroxylation of Unsaturated Potassium Alkyl- and Aryltrifluoroborates
    • Molander, G. A.; Figueroa, R. cis-Dihydroxylation of Unsaturated Potassium Alkyl- and Aryltrifluoroborates. Org. Lett. 2006, 8, 75-78.
    • (2006) Org. Lett , vol.8 , pp. 75-78
    • Molander, G.A.1    Figueroa, R.2
  • 79
    • 33746868950 scopus 로고    scopus 로고
    • Synthesis of Unsaturated Organotrifluoroborates via Wittig and Horner-Wadsworth-Emmons Olefination
    • Molander, G. A.; Figueroa, R. Synthesis of Unsaturated Organotrifluoroborates via Wittig and Horner-Wadsworth-Emmons Olefination. J. Org. Chem. 2006, 71, 6135-6140.
    • (2006) J. Org. Chem , vol.71 , pp. 6135-6140
    • Molander, G.A.1    Figueroa, R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.