Photochemical addition of cyclic ethers/acetals to olefins using BuOO Bu: Synthesis of masked ketones/aldehydes and diols
暂无分享,去创建一个
Chuanxiang Liu | A. Ouchi | Tadashi Aoyama | H. Mashimo | Han Xu | H. Omori | Mamiko Hayakawa | Hisashi Shirota | Ryuusei Yamada | Rina Shimizu | Kou Uchida | Seiya Niino | Yoshiki Wakame
[1] T. Lambert,et al. Electrophotocatalytic C-H Functionalization of Ethers with High Regioselectivity. , 2020, Journal of the American Chemical Society.
[2] Baptiste Abadie,et al. Dual Benzophenone/Copper Photocatalyzed Giese-Type Alkylation of C(sp3)-H Bonds. , 2019, Chemistry.
[3] E. Meggers,et al. Asymmetric Synthesis of 1,4-Dicarbonyl Compounds from Aldehydes via the Marriage of Hydrogen Atom Transfer Photocatalysis with Chiral Lewis Acid Catalysis. , 2019, Angewandte Chemie.
[4] Z. S. Toa,et al. C-H Alkylation via Multisite-Proton-Coupled Electron Transfer of an Aliphatic C-H Bond. , 2019, Journal of the American Chemical Society.
[5] Davide Ravelli,et al. Efficiency and Selectivity Aspects in the C–H Functionalization of Aliphatic Oxygen Heterocycles by Photocatalytic Hydrogen Atom Transfer , 2019, Synlett.
[6] Y. Gong,et al. Formylation of Fluoroalkyl Imines through Visible-Light-Enabled H-Atom Transfer Catalysis: Access to Fluorinated α-Amino Aldehydes. , 2019, Organic letters.
[7] D. Merli,et al. Visible Light Uranyl Photocatalysis: Direct C–H to C–C Bond Conversion , 2019, ACS Catalysis.
[8] Jie Wu,et al. Visible-Light-Mediated Metal-Free Difunctionalization of Alkenes with CO2 and Silanes or C(sp3 )-H Alkanes. , 2018, Angewandte Chemie.
[9] Avery O. Morris,et al. Hydrogen Atom Transfer Reactions via Photoredox Catalyzed Chlorine Atom Generation. , 2018, Angewandte Chemie.
[10] O. Piva,et al. Merging metathesis and photochemical Csp3-H activation: Access to masked β-formyl hexanolides and their rearrangement to furofuranones , 2018, Tetrahedron.
[11] Li‐Zhu Wu,et al. Eosin Y as a Direct Hydrogen-Atom Transfer Photocatalyst for the Functionalization of C-H Bonds. , 2018, Angewandte Chemie.
[12] Haipeng Zeng,et al. Site-Specific Functionalization of 1,3-Dioxolane with Imines: A Radical Chain Approach to Masked α-Amino Aldehydes. , 2018, The Journal of organic chemistry.
[13] Jin‐Tao Yu,et al. Site-specific hydroxyalkylation of chromones via alcohol mediated Minisci-type radical conjugate addition. , 2018, Organic & biomolecular chemistry.
[14] Haipeng Zeng,et al. Direct Metal‐Free C–H Functionalization of Cyclic Ethers with Schiff Bases Through an Azobisisobutyronitrile‐Initiated Radical Chain Process , 2017 .
[15] T. Loh,et al. An iron-catalyzed hydroalkylation reaction of α,β-unsaturated ketones with ethers. , 2017, Chemical communications.
[16] Ping Wu,et al. Iron-Mediated Oxidative C-H Alkylation of S , S -Functionalized Internal Olefins via C(sp 2 )-H/C(sp 3 )-H Cross-Coupling , 2017 .
[17] Davide Ravelli,et al. Vinylpyridines as Building Blocks for the Photocatalyzed Synthesis of Alkylpyridines. , 2017, Chemistry.
[18] Lei Wang,et al. Visible-light-induced dual C–C bond formation via selective C(sp3)–H bond cleavage: efficient access to alkylated oxindoles from activated alkenes and simple ethers under metal-free conditions , 2017 .
[19] A. Cavalli,et al. Studies on the Enantioselective Iminium Ion Trapping of Radicals Triggered by an Electron-Relay Mechanism , 2017, Journal of the American Chemical Society.
[20] S. Yamada,et al. Radical reactivity of α,β,β-trifluoroacrylic ester: Facile approach to γ-silyloxy-α,β,β-trifluorobutyric acid derivatives involving regioselective nucleophilic radical addition reaction , 2016 .
[21] Davide Ravelli,et al. Decatungstate Anion for Photocatalyzed "Window Ledge" Reactions. , 2016, Accounts of chemical research.
[22] M. Fagnoni,et al. Asymmetric catalytic formation of quaternary carbons by iminium ion trapping of radicals , 2016, Nature.
[23] M. Fagnoni,et al. Decatungstate Photocatalyzed Acylations and Alkylations in Flow via Hydrogen Atom Transfer , 2015 .
[24] D. MacMillan,et al. O–H hydrogen bonding promotes H-atom transfer from α C–H bonds for C-alkylation of alcohols , 2015, Science.
[25] Davide Ravelli,et al. Photocatalytic Synthesis of Oxetane Derivatives by Selective CH Activation , 2014 .
[26] S. Ji,et al. Metal-free oxidative direct C(sp³)-H bond functionalization of ethers with α,α-diaryl allylic alcohols. , 2014, Chemical communications.
[27] Lina Zhang,et al. Light promoted aqueous phase amine synthesis via three-component coupling reactions , 2013 .
[28] Chuanxiang Liu,et al. Photochemical C–C Bond Formation between Alcohols and Olefins by an Environmentally Benign Radical Reaction , 2013 .
[29] M. Zema,et al. A Tin‐Free, Radical Photocatalyzed Addition to Vinyl Sulfones , 2011 .
[30] Yong Hae Kim,et al. Practical β-masked formylation and acetylation of electron-deficient olefins utilizing tetra(n-butyl)ammonium peroxydisulfate , 2011 .
[31] M. Inoue,et al. Photoinduced carbamoylation of ethereal C–H bonds using pentafluorophenyl isocyanate , 2011 .
[32] Davide Ravelli,et al. Smooth photocatalytic preparation of 2-substituted 1,3-benzodioxoles. , 2011, Chemistry.
[33] M. Tzirakis,et al. Photochemical addition of ethers to C60: synthesis of the simplest [60]fullerene/crown ether conjugates. , 2010, Angewandte Chemie.
[34] Davide Ravelli,et al. Solar light-driven photocatalyzed alkylations. Chemistry on the window ledge. , 2009, Chemical communications.
[35] D. Dondi,et al. Synthesis of γ-lactols, γ-lactones and 1,4-monoprotected succinaldehydes under moderately concentrated sunlight , 2009 .
[36] M. Tzirakis,et al. Decatungstate as an efficient photocatalyst in organic chemistry. , 2009, Chemical Society reviews.
[37] U. Schuchardt,et al. Homogeneously catalyzed epoxidation of α,β-unsaturated ketones using simple aluminum salts and aqueous H2O2—Is it possible? , 2009 .
[38] Angelo Albini,et al. Photocatalysis. A multi-faceted concept for green chemistry. , 2009, Chemical Society reviews.
[39] Hongbum Kim,et al. Electro Organic Synthesis Utilizing Mg Electrodes (III) - E.O.S. Hydrogenation of Stilbene Equivalent to Catalytic Hydrogenation - , 2009 .
[40] K. Tomioka,et al. Chemoselective conjugate addition of dimethylzinc-mediated ether and acetal radicals to alkylidenemalonates and asymmetric reactions. , 2008, The Journal of organic chemistry.
[41] Choon‐Hong Tan,et al. Anthrone-derived NHPI analogues as catalysts in reactions using oxygen as an oxidant. , 2008, Organic & biomolecular chemistry.
[42] Thomas M. Razler,et al. Evolution of the Petasis-Ferrier union/rearrangement tactic: construction of architecturally complex natural products possessing the ubiquitous cis-2,6-substituted tetrahydropyran structural element. , 2008, Accounts of chemical research.
[43] H. Hamana,et al. Carbon–carbon bond formation by radical addition of α-trifluoromethylacrylate with cyclic ethers , 2008 .
[44] Angelo Albini,et al. Photocatalysis for the formation of the C-C bond. , 2007, Chemical reviews.
[45] T. Okano,et al. Molecular Design and Synthesis of Fluorinated Polyethers toward Organic Materials with High Dielectric Constants and Ferroelectricity , 2007 .
[46] K. Tomioka,et al. Asymmetric radical addition of ethers to enantiopure N-p-toluenesulfinyl aldimines, mediated by dimethylzinc-air. , 2006, Organic letters.
[47] D. Dondi,et al. Tetrabutylammonium decatungstate-photosensitized alkylation of electrophilic alkenes: Convenient functionalization of aliphatic C-H bonds. , 2006, Chemistry.
[48] M. Ochiai,et al. Addition to Electron Deficient Olefins of α-Oxy Carbon- Centered Radicals, Generated from Cyclic Ethers and Acetals by the Reaction with Alkylperoxy- λ3-iodane , 2005, Molecules.
[49] Arun K. Ghosh,et al. Stereoselective photochemical 1,3-dioxolane addition to 5-alkoxymethyl-2(5H)-furanone: synthesis of bis-tetrahydrofuranyl ligand for HIV protease inhibitor UIC-94017 (TMC-114). , 2004, The Journal of organic chemistry.
[50] M. Fujita,et al. Phenyl trifluorovinyl sulfide: a radical acceptor for preparation of gem-difluoromethylene compounds , 2004 .
[51] S. Sakaguchi,et al. Addition of aldehydes and their equivalents to electron-deficient alkenes using N-hydroxyphthalimide (NHPI) as a polarity-reversal catalyst , 2003 .
[52] R. Alonso,et al. Diastereoselective intermolecular addition of the 1,3-dioxolanyl radical to N-acyl aldohydrazones. Asymmetric synthesis of alpha-amino acid derivatives. , 2003, Organic letters.
[53] Georges Le Bras,et al. Kinetic Studies on the Reactions of Hydroxyl Radicals with Cyclic Ethers and Aliphatic Diethers , 2003 .
[54] D. Dondi,et al. A convenient route to 1,4-monoprotected dialdehydes, 1,4-ketoaldehydes, γ-lactols and γ-lactones through radical alkylation of α,β-unsaturated aldehydes in organic and organic-aqueous media , 2003 .
[55] M. Fagnoni,et al. Synthesis of monoprotected 1,4-diketones by photoinduced alkylation of enones with 2-substituted-1,3-dioxolanes , 2001 .
[56] M. Fagnoni,et al. Diastereoselective photosensitised radical addition to fumaric acid derivatives bearing oxazolidine chiral auxiliaries , 2000 .
[57] S. Böhm,et al. Radical addition reactions of fluorinated species. Part 8. Regioselectivity of radical additions to perfluoroalkylethylenes and quantum chemical calculations. Highly selective two-step synthesis of 4-(perfluoroalkyl)butane-1,2-diols , 2000 .
[58] B. P. Roberts,et al. Radical-chain cyclisation of unsaturated acetals and thioacetals in the presence of thiols as polarity-reversal catalysts , 1999 .
[59] M. Fagnoni,et al. Photochemical Synthesis of 4-Oxobutanal Acetals and of 2-Hydroxycyclobutanone Ketals. , 1999, The Journal of organic chemistry.
[60] R. Fröhlich,et al. Diastereoselective Addition of Radicals to Chiral 1,3‐Dioxin‐4‐ones , 1999 .
[61] T. Toru,et al. Photo-Induced Intermolecular Radical β-Addition to Chiral α-(Arylsulfinyl) Enones. , 1998 .
[62] MaseNobuyuki,et al. Photo-Induced Intermolecular Radical β-Addition to Chiral α-(Arylsulfinyl) Enones , 1998 .
[63] K. Schafer,et al. Diastereoselective addition of α-hydroxyalkyl and α-alkoxyalkyl radicals to chiral 4-methyleneoxazolidin-5-ones , 1998 .
[64] R. Ballini,et al. Nitroalkanes as alkyl anion synthons — a new approach to the synthesis of 2-substituted n-ethyl succinimides and 2-substituted succinate diesters via nitroalkanes , 1996 .
[65] J. Shreeve,et al. Insertion of Fluoroalkenes into Activated C-H Bonds for the Preparation of Polyfluorinated Sulfanes, Alcohols, and Acyclic and Cyclic Ethers. , 1996, Inorganic chemistry.
[66] A. Vij,et al. Synthesis of Cyclic Ethers with Fluorinated Side Chains. , 1996, Inorganic chemistry.
[67] K. Ramig,et al. A convenient preparation of cyclobutyl ketones: Naphthalene-catalyzed reductive cyclization of substituted 1,4-dihalobutanes , 1996 .
[68] B. Giese,et al. Stereochemistry of Radical Reactions , 1995 .
[69] Yoshihiko Ito,et al. Catalytic asymmetric hydrogenation of dimethyl itaconate with trans-chelating chiral diphosphine ligands TRAP-rhodium complexes , 1995 .
[70] J. Lomas,et al. Free radicals in organic chemistry , 1995 .
[71] N. Hoffmann. Highly diastereoselective addition of photochemically generated radicals to (5R)-(−)-menthyloxy-2[5H]-furanone - synthesis of(−)-terebic acid , 1994 .
[72] B. Maillard,et al. Access to Protected Functional Aldehydes by Free Radical Additions to Acrolein Diethylacetal , 1992 .
[73] W. L. Meyer,et al. Conformations of oxocane , 1992 .
[74] H. Hoffmann,et al. Synthesis and reactions of .alpha.-methylene-.beta.-keto sulfones , 1991 .
[75] E. Lukevics,,et al. Radical addition of tetrahydrofuran and tetrahydro-2-furanone to alkenylsilanes in the presence of di(t-butyl)peroxide , 1990 .
[76] D. Matthews,et al. Addition of .alpha.-oxy radicals to 1-fluoro-1-phenylsulfonylethylene , 1990 .
[77] Kazumasa Takahashi,et al. An efficient acceptor of 1-hydroxy(or alkoxy)alkyl radicals – ketene dithioacetal S,S-dioxide – , 1988 .
[78] D. Liotta,et al. Some observations on the relative reactivities of .alpha.-enones of oxanes and cyclohexanes , 1986 .
[79] B. Giese. Radicals in organic synthesis : formation of carbon-carbon bonds , 1986 .
[80] A. Fontana,et al. Radical additions to 1,2-dichlorodifluoroethene , 1985 .
[81] R. Chambers,et al. Free radical chemistry. Part 3. Substituent effects in additions of ethers to fluorinated alkenes , 1985 .
[82] V. Zorin,et al. Free radical transformations of cyclic acetals , 1984 .
[83] H. Kanai,et al. Cyclopropanation of Dimethyl Fumarate and Maleate with gem-Dihalides Catalyzed by Co(0)- or Ni(0)-Complex and Zinc , 1983 .
[84] T. D. Inch,et al. Asymmetric synthesis. Part 6. Copper salt promoted grignard reagent additions to ethyl 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-D-arabino-trans-hept-2-enonate and subsequent formation of optically active 2-alkyl (or aryl) butane-1,4-dioic acids and butyro-1,4-lactones , 1983 .
[85] V. Malatesta,et al. Absolute rate constants for the reactions of tert-butoxyl with ethers: importance of the stereoelectronic effect , 1982 .
[86] Alberto Griffini,et al. Homolytic reductive alkylation of methylvinyl ketone with ethers by Ti(III) decomposition of t-butyl hydroperoxide , 1982 .
[87] R. Anderson,et al. Synthetic applications of the photochemically induced addition of oxycarbinyl species to α-enones. Part II. The addition of ketals, aldehydes, and polyfunctional species , 1977 .
[88] G. Schroll,et al. Reactions of Lone Pair Electron Donors with Unsaturated Electrophiles. III. Addition of Tetrahydrofuran to Dimethyl Maleate. , 1975 .
[89] Robert C. Anderson,et al. Photoaddition of polyfunctional oxycarbinyl species to conjugated enones: A ready route to versatile γ-functionalized ketones. , 1975 .
[90] K. Matsuura,et al. Synthetic Studies of Carbohydrate Derivatives with Photochemical Reactions. IX. The Photochemical Addition of 1,3-Dioxolane to Several Enoses , 1973 .
[91] T. Matsuda,et al. The Reaction of Propargyl Compounds with Carbon Monoxide and Water in the Presence of Iron Carbonyl Catalyst , 1973 .
[92] Prithipal Singh. Photoaddition reactions. II. Photoaddition of dimethyl acetylenedicarboxylate to cyclic ethers , 1972 .
[93] W. Szarek,et al. The light-induced addition of 1,3-dioxolan to unsaturated carbohydrates , 1969 .
[94] I. Rosenthal,et al. Photoalkylation of cyclic acetals , 1968 .
[95] I. Rosenthal,et al. The photoalkylation of cyclic ethers , 1967 .
[96] A. Ledwith,et al. A photochemical reaction between tetrahydrofuran and maleic anhydride , 1966 .
[97] R. L. Jacobs,et al. Free Radical Addition of Cyclic Ethers to Maleic Anhydride , 1963 .
[98] R. Gritter,et al. The Free Radical Chemistry of Cyclic Ethers. III. A Free Radical Rearrangement Reaction1 , 1962 .
[99] D. DeTar,et al. Vinyl Polymers. XXIV. The Reaction of Benzoyl Peroxide and Maleic Ester1 , 1947 .