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Pure Appl. Chem., 2004, Vol. 76, No. 3, pp. 577-587

http://dx.doi.org/10.1351/pac200476030577

Application of C-H and C-C bond activation in organic synthesis

C.-H. Jun and J. H. Lee

Department of Chemistry, Yonsei University, Seoul 120-749, Korea

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  • Meng Qingxi, Wang Fen, Li Ming: Theoretical investigation of Co(0)-catalyzed intramolecular hydroacylation of 4-pentenal. J Mol Model 2013, 19, 2225. <http://dx.doi.org/10.1007/s00894-013-1772-5>
  • Ambe-Suzuki Kaori, Ohyama Yukari, Shirai Naohiro, Ikeda Shin-ichi: Nickel/Zinc Chloride-Promoted Domino Reaction of Enynes and Enones Including Unstrained CC Bond Cleavage. Synth Catal 2012, 354, 879. <http://dx.doi.org/10.1002/adsc.201100770>
  • Truong Thanh, Daugulis Olafs: Gerichtete Funktionalisierung von C-H-Bindungen: jetzt auch meta -selektiv. Angew. Chem. 2012, 124, 11845. <http://dx.doi.org/10.1002/ange.201206568>
  • Truong Thanh, Daugulis Olafs: Directed Functionalization of CH Bonds: Now also meta Selective. Angew. Chem. Int. Ed. 2012, 51, 11677. <http://dx.doi.org/10.1002/anie.201206568>
  • Meng Qingxi, Shen Wei, Li Ming: Mechanism of intermolecular hydroacylation of vinylsilanes catalyzed by a rhodium(I) olefin complex: a DFT study. Mol Model 2012, 18, 1229. <http://dx.doi.org/10.1007/s00894-011-1151-z>
  • Öztürk Bengi Özgün, Karabulut Solmaz, İmamoğlu Yavuz: A practical ruthenium based catalytic system bearing a switchable selectivity between the dimerization and cyclotrimerization reactions of alkynes. Applied Catalysis A: General 2012, 433-434, 214. <http://dx.doi.org/10.1016/j.apcata.2012.05.020>
  • von Delius Max, Le Christine M., Dong Vy M.: Rhodium-Phosphoramidite Catalyzed Alkene Hydroacylation: Mechanism and Octaketide Natural Product Synthesis. J. Am. Chem. Soc. 2012, 134, 15022. <http://dx.doi.org/10.1021/ja305593y>
  • Wang Zhiqian, Reinus Brandon J., Dong Guangbin: Catalytic Intermolecular C-Alkylation of 1,2-Diketones with Simple Olefins: A Recyclable Directing Group Strategy. J. Am. Chem. Soc. 2012, 134, 13954. <http://dx.doi.org/10.1021/ja306123m>
  • Stache Erin E., Seizert Curtis A., Ferreira Eric M.: Molecular scaffolds with remote directing groups for selective palladium-catalyzed C–H bond functionalizations. Chem Sci 2012, 3, 1623. <http://dx.doi.org/10.1039/c2sc20176c>
  • Wiggins Kelly M., Moerdyk Jonathan P., Bielawski Christopher W.: Homonuclear bond activation using a stable N,N′-diamidocarbene. Chem. Sci. 2012, 3, 2986. <http://dx.doi.org/10.1039/c2sc20639k>
  • Kim Dong Eun, Park Sang Hee, Choi Yun Hee, Lee Sueg-Geun, Moon Dohyun, Seo Jungju, Jeong Nakcheol: Internal Chelation-Guided Regio- and Stereoselective Pauson-Khand-Type Reaction by Chiral Rhodium(I) Catalysis. Chem —Asian J 2011, 6, 2009. <http://dx.doi.org/10.1002/asia.201100271>
  • Chang Joyce Wei Wei, Ton Thi My Uyen, Chan Philip Wai Hong: Transition-metal-catalyzed aminations and aziridinations of CH and CC bonds with iminoiodinanes. Chem Record 2011, 11, 331. <http://dx.doi.org/10.1002/tcr.201100018>
  • Meng Qingxi, Shen Wei, He Rongxing, Li Ming: Theoretical investigation of Ni(PMe3)4-catalyzed intermolecular hydroacylation of alkynes with benzaldehydes. Transition Metal Chem (London) 2011, 36, 793. <http://dx.doi.org/10.1007/s11243-011-9533-8>
  • González-Rodríguez Carlos, Willis Michael C.: Rhodium-catalyzed enantioselective intermolecular hydroacylation reactions. Pure and App Chemis 2011, 1. <http://dx.doi.org/10.1351/PAC-CON-10-09-23>
  • González-Rodríguez Carlos, Parsons Scott R., Thompson Amber L., Willis Michael C.: Rhodium-Catalysed Intermolecular Alkyne Hydroacylation: The Enantioselective Synthesis of α- and β-Substituted Ketones by Kinetic Resolution. Chem Eur J 2010, 16, 10950. <http://dx.doi.org/10.1002/chem.201001748>
  • Wang Fen, Meng Qingxi, Li Ming: Mechanism of rhodium-catalyzed hydroacylation of propylene using formaldehyde: A computational study. Int J Quantum Chem 2009, NA. <http://dx.doi.org/10.1002/qua.21992>
  • Randell-Sly Helen E., Osborne James D., Woodward Robert L., Currie Gordon S., Willis Michael C.: Intermolecular rhodium catalyzed hydroacylation of allenes: the regioselective synthesis of β,γ-unsaturated ketones. Tetrahedron 2009, 65, 5110. <http://dx.doi.org/10.1016/j.tet.2009.03.054>
  • Gao Jigang, Wang Fen, Meng Qingxi, Li Ming: Density functional computations of Rh(I)-catalysed hydroacylation and hydrogenation of ethene using formic acid. Molec Sim 2009, 35, 419. <http://dx.doi.org/10.1080/08927020802534843>
  • Moxham Gemma L., Randell-Sly Helen, Brayshaw Simon K., Weller Andrew S., Willis Michael C.: Intermolecular Alkene and Alkyne Hydroacylation with β-S-Substituted Aldehydes: Mechanistic Insight into the Role of a Hemilabile P-O-P Ligand. Chem Eur J 2008, 14, 8383. <http://dx.doi.org/10.1002/chem.200800738>
  • Wang Fen, Meng Qingxi, Li Ming: Density functional computations of Rh(I)-catalysed hydroacylation of acetic aldehyde and ethene. Mol Simul 2008, 34, 515. <http://dx.doi.org/10.1080/08927020701753635>
  • GAO JIGANG, WANG FEN, MENG QINGXI, LI MING: DENSITY FUNCTIONAL COMPUTATIONS OF Rh(I)-CATALYZED HYDROACYLATION OF ETHENE OR ETHYNE. J. Theor. Comput. Chem. 2008, 07, 1041. <http://dx.doi.org/10.1142/S0219633608004349>
  • Rueda Xiomara Yáñez, Castillón Sergio: Rhodium-catalyzed intermolecular hydroacylation of 1-alkynes: Effect of phosphines and MK-10 on the reaction selectivity. J Organomet Chem 2007, 692, 1628. <http://dx.doi.org/10.1016/j.jorganchem.2006.12.018>
  • Brayshaw S. K., Sceats E. L., Green J. C., Weller A. S.: C C   complexes of rhodium. Proceedings of the National Academy of Sciences 2007, 104, 6921. <http://dx.doi.org/10.1073/pnas.0609824104>
  • Matsuda Takanori, Shigeno Masanori, Maruyama Yohei, Murakami Masahiro: Rhodium-catalyzed Reactions of Cyclobutanones with Alcohols and Amines Forming Esters and Amides. Chem Lett 2007, 36, 744. <http://dx.doi.org/10.1246/cl.2007.744>
  • Dick Allison R., Sanford Melanie S.: Transition metal catalyzed oxidative functionalization of carbon–hydrogen bonds. Tetrahedron 2006, 62, 2439. <http://dx.doi.org/10.1016/j.tet.2005.11.027>
  • Murakami Masahiro, Makino Masaomi, Ashida Shinji, Matsuda Takanori: Construction of Carbon Frameworks through β-Carbon Elimination Mediated by Transition Metals. Bull Chem Soc Jpn 2006, 79, 1315. <http://dx.doi.org/10.1246/bcsj.79.1315>
  • Willis Michael C., Randell-Sly Helen E., Woodward Robert L., Currie Gordon S.: Chelation-Controlled Intermolecular Alkene and Alkyne Hydroacylation: The Utility of β-Thioacetal Aldehydes. Org Lett 2005, 7, 2249. <http://dx.doi.org/10.1021/ol050638l>
  • Park Young Jun, Jo Eun-Ae, Jun Chul-Ho: Ruthenium-catalyzed coupling of aldimines with arylboronates: new synthetic method for aromatic ketones. Chem Commun 2005, 1185. <http://dx.doi.org/10.1039/b415810e>
  • Kondo Teruyuki, Mitsudo Take-aki: Ruthenium-catalyzed Reconstructive Synthesis of Functional Organic Molecules via Cleavage of Carbon–Carbon Bonds. Chem Lett 2005, 34, 1462. <http://dx.doi.org/10.1246/cl.2005.1462>
  • Transition Metal-Catalyzed Ortho-Functionalization in Organic Synthesis. Bulletin of the Korean Chemical Society 2005, 26, 871. <http://dx.doi.org/10.5012/bkcs.2005.26.6.871>
  • Crabtree Robert H.: Organometallic alkane CH activation. J Organomet Chem 2004, 689, 4083. <http://dx.doi.org/10.1016/j.jorganchem.2004.07.034>