Advanced Synthesis & Catalysis, ISSN 1615-4150, 03/2018, Volume 360, Issue 5, pp. 1038 - 1038
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 11/2010, Volume 49, Issue 45, pp. 8417 - 8420
A surprising turn of events: Mechanistic studies, including trapping, control, and isotope‐labeling experiments, led to the proposal of a rearrangement...
tertiary amines | copper | oxidative rearrangement | α‐amino acetals | oxygen | Oxygen | Tertiary amines | Copper | α-amino acetals | Oxidative rearrangement | DIOXYGEN ACTIVATION | ASYMMETRIC-SYNTHESIS | DIRECT ARYLATION | ALKYLATION | COMPLEXES | REACTIVITY | TERMINAL ALKYNES | ENAMINES | CHEMISTRY, MULTIDISCIPLINARY | FUNCTIONALIZATION | alpha-amino acetals | GENERATION | Amines - chemistry | Copper - chemistry | Magnetic Resonance Spectroscopy | Oxidation-Reduction | Acetals - chemical synthesis | Oxygen - chemistry | Isotope Labeling | Air | Catalysis | Acetals - chemistry | Hydrogen - chemistry | Carbon - chemistry
tertiary amines | copper | oxidative rearrangement | α‐amino acetals | oxygen | Oxygen | Tertiary amines | Copper | α-amino acetals | Oxidative rearrangement | DIOXYGEN ACTIVATION | ASYMMETRIC-SYNTHESIS | DIRECT ARYLATION | ALKYLATION | COMPLEXES | REACTIVITY | TERMINAL ALKYNES | ENAMINES | CHEMISTRY, MULTIDISCIPLINARY | FUNCTIONALIZATION | alpha-amino acetals | GENERATION | Amines - chemistry | Copper - chemistry | Magnetic Resonance Spectroscopy | Oxidation-Reduction | Acetals - chemical synthesis | Oxygen - chemistry | Isotope Labeling | Air | Catalysis | Acetals - chemistry | Hydrogen - chemistry | Carbon - chemistry
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 04/2013, Volume 52, Issue 16, pp. 4474 - 4477
In straitened circumstances: In an asymmetric version of the acid‐catalyzed acetalization of aldehydes, a novel member of the chiral confined Brønsted acid...
organocatalysis | acetalization | confined Brønsted acids | asymmetric catalysis | acetals | BRONSTED ACID CATALYST | AXIALLY CHIRAL BISPHOSPHORYLIMIDES | ACTIVATION | ENANTIOSELECTIVE SYNTHESIS | IMINES | COMPLEXES | confined Bronsted acids | OLEFIN METATHESIS | COUNTERANION-DIRECTED CATALYSIS | CHEMISTRY, MULTIDISCIPLINARY | VINYL ETHERS | ALCOHOLS | Alcohols - chemistry | Cyclization | Acetals - chemical synthesis | Acids - chemistry | Molecular Structure | Catalysis | Acetals - chemistry | Aldehydes - chemistry | Asymmetry | Catalysts | Aldehydes | Acetals
organocatalysis | acetalization | confined Brønsted acids | asymmetric catalysis | acetals | BRONSTED ACID CATALYST | AXIALLY CHIRAL BISPHOSPHORYLIMIDES | ACTIVATION | ENANTIOSELECTIVE SYNTHESIS | IMINES | COMPLEXES | confined Bronsted acids | OLEFIN METATHESIS | COUNTERANION-DIRECTED CATALYSIS | CHEMISTRY, MULTIDISCIPLINARY | VINYL ETHERS | ALCOHOLS | Alcohols - chemistry | Cyclization | Acetals - chemical synthesis | Acids - chemistry | Molecular Structure | Catalysis | Acetals - chemistry | Aldehydes - chemistry | Asymmetry | Catalysts | Aldehydes | Acetals
Journal Article
Advanced Synthesis & Catalysis, ISSN 1615-4150, 03/2015, Volume 357, Issue 4, pp. 672 - 676
The enantioselective organocatalytic nucleophilic addition of thiols to isatin‐derived ketimines has been developed utilizing only 1 mol% of an enantiopure...
organocatalysis | oxindoles | N,S‐acetals | asymmetric synthesis | phosphoric acids | Phosphoric acids | Oxindoles | N,S-acetals | Asymmetric synthesis | Organocatalysis
organocatalysis | oxindoles | N,S‐acetals | asymmetric synthesis | phosphoric acids | Phosphoric acids | Oxindoles | N,S-acetals | Asymmetric synthesis | Organocatalysis
Journal Article
JOURNAL OF ORGANIC CHEMISTRY, ISSN 0022-3263, 02/2019, Volume 84, Issue 4, pp. 2178 - 2190
Carbon-carbon bond formation is among the most important reactions in organic synthesis. Reconstruction of a carbon-carbon bond through ring-opening C-C bond...
H CYANOALKYLATION | REAGENTS | CYCLOBUTANONE O-BENZOYLOXIMES | THIOBENZOYLKETENE S,N-ACETALS | CHEMISTRY, ORGANIC | IMINYL RADICALS | THIOAROYLKETENE S,N-ACETALS | RING-CLEAVAGE | KETENE N,S-ACETALS | ACCESS | N-TOSYLHYDRAZONES
H CYANOALKYLATION | REAGENTS | CYCLOBUTANONE O-BENZOYLOXIMES | THIOBENZOYLKETENE S,N-ACETALS | CHEMISTRY, ORGANIC | IMINYL RADICALS | THIOAROYLKETENE S,N-ACETALS | RING-CLEAVAGE | KETENE N,S-ACETALS | ACCESS | N-TOSYLHYDRAZONES
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 06/2014, Volume 53, Issue 23, pp. 5951 - 5954
Silyl ketene acetals and enol ethers are employed as reactive and functional group tolerant nucleophiles in the enantioselective rhodium‐catalyzed alkylative...
strained molecules | asymmetric catalysis | silyl ketene acetals | rhodium | OXABICYCLIC ALKENES | ESTERS | ARYLATION | PODOPHYLLOTOXINS | NAPHTHOQUINONE | DERIVATIVES | CHEMISTRY, MULTIDISCIPLINARY | Alkenes - chemistry | Stereoisomerism | Ketones - chemistry | Ethers - chemistry | Catalysis | Ethylenes - chemistry | Acetals - chemistry | Enantiomers | Usage | Olefins | Asymmetry | Alkenes | Nucleophiles | Ethers | Acetals | Ring opening | Ketenes | Functional groups | Alkylation
strained molecules | asymmetric catalysis | silyl ketene acetals | rhodium | OXABICYCLIC ALKENES | ESTERS | ARYLATION | PODOPHYLLOTOXINS | NAPHTHOQUINONE | DERIVATIVES | CHEMISTRY, MULTIDISCIPLINARY | Alkenes - chemistry | Stereoisomerism | Ketones - chemistry | Ethers - chemistry | Catalysis | Ethylenes - chemistry | Acetals - chemistry | Enantiomers | Usage | Olefins | Asymmetry | Alkenes | Nucleophiles | Ethers | Acetals | Ring opening | Ketenes | Functional groups | Alkylation
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 01/2017, Volume 56, Issue 1, pp. 203 - 207
Polymers prepared by chemical vapor deposition (CVD) polymerization have found broad acceptance in research and industrial applications. However, their...
cyclic ketene acetals | hydrolytic degradation | functional polymers | CVD polymerization | free-radical ring-opening polymerization | CLICK CHEMISTRY | COPOLYMERS | CHEMISTRY, MULTIDISCIPLINARY | IMMOBILIZATION | DELIVERY | DNA | SURFACE | RING-OPENING POLYMERIZATION | SCAFFOLDS | Ethers, Cyclic - chemical synthesis | Piperidines - chemistry | Oxepins - chemical synthesis | Polymers - chemical synthesis | Biocompatible Materials - chemistry | Oxepins - chemistry | Polymerization | Piperidines - chemical synthesis | Ethylenes - chemical synthesis | Chemistry Techniques, Synthetic - methods | Biocompatible Materials - chemical synthesis | Ethers, Cyclic - chemistry | Cyclization | Acetals - chemical synthesis | Ketones - chemical synthesis | Volatilization | Ketones - chemistry | Polymers - chemistry | Ethylenes - chemistry | Acetals - chemistry | Polymer industry | Polymers | Chemical vapor deposition | Sensors | Backbone | Fourier transforms | Vapors | Degradability | Industrial applications | Hydrophobicity | Regeneration (physiology) | Ellipsometry | Degradation | Regeneration | Reaction kinetics | Kinetics | Polymer coatings | Chemical synthesis | Acetals | Deposition
cyclic ketene acetals | hydrolytic degradation | functional polymers | CVD polymerization | free-radical ring-opening polymerization | CLICK CHEMISTRY | COPOLYMERS | CHEMISTRY, MULTIDISCIPLINARY | IMMOBILIZATION | DELIVERY | DNA | SURFACE | RING-OPENING POLYMERIZATION | SCAFFOLDS | Ethers, Cyclic - chemical synthesis | Piperidines - chemistry | Oxepins - chemical synthesis | Polymers - chemical synthesis | Biocompatible Materials - chemistry | Oxepins - chemistry | Polymerization | Piperidines - chemical synthesis | Ethylenes - chemical synthesis | Chemistry Techniques, Synthetic - methods | Biocompatible Materials - chemical synthesis | Ethers, Cyclic - chemistry | Cyclization | Acetals - chemical synthesis | Ketones - chemical synthesis | Volatilization | Ketones - chemistry | Polymers - chemistry | Ethylenes - chemistry | Acetals - chemistry | Polymer industry | Polymers | Chemical vapor deposition | Sensors | Backbone | Fourier transforms | Vapors | Degradability | Industrial applications | Hydrophobicity | Regeneration (physiology) | Ellipsometry | Degradation | Regeneration | Reaction kinetics | Kinetics | Polymer coatings | Chemical synthesis | Acetals | Deposition
Journal Article
Chemistry – A European Journal, ISSN 0947-6539, 06/2016, Volume 22, Issue 27, pp. 9240 - 9246
In this study, we report the harnessing of new reactivity of N,O‐acetals in an aminocatalytic fashion for organic synthesis. Unlike widely used strategies...
cascade reactions | N,O-acetals | chromenes | aminocatalysis | iminium ions | ORGANIC-SYNTHESIS | ASYMMETRIC-SYNTHESIS | ACID | ENANTIOSELECTIVE SYNTHESIS | CHIRAL CHROMENES | CHROMENE ACETALS | OXOCARBENIUM IONS | ALKYNYLATION | CHEMISTRY, MULTIDISCIPLINARY | MICHAEL ADDITION | 2H-CHROMENES | Amines - chemistry | Acrolein - analogs & derivatives | Cyclization | Ethers - chemistry | Aniline Compounds - chemistry | Catalysis | Acrolein - chemistry | Acetals - chemistry | Indoles - chemistry | Carbon - chemistry | Aniline | Usage | Innovations | Synthesis | Cascades | Indoles | Cascade chemical reactions | Nucleophiles | Ethers
cascade reactions | N,O-acetals | chromenes | aminocatalysis | iminium ions | ORGANIC-SYNTHESIS | ASYMMETRIC-SYNTHESIS | ACID | ENANTIOSELECTIVE SYNTHESIS | CHIRAL CHROMENES | CHROMENE ACETALS | OXOCARBENIUM IONS | ALKYNYLATION | CHEMISTRY, MULTIDISCIPLINARY | MICHAEL ADDITION | 2H-CHROMENES | Amines - chemistry | Acrolein - analogs & derivatives | Cyclization | Ethers - chemistry | Aniline Compounds - chemistry | Catalysis | Acrolein - chemistry | Acetals - chemistry | Indoles - chemistry | Carbon - chemistry | Aniline | Usage | Innovations | Synthesis | Cascades | Indoles | Cascade chemical reactions | Nucleophiles | Ethers
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 12/2010, Volume 49, Issue 50, pp. 9749 - 9752
Fine‐tuning the sites: The readily accessible N‐phosphinyl phosphoramide 1 proved to be highly efficient and enantioselective in catalyzing the title reaction....
organocatalysis | cyclic N,O‐acetals | N‐phosphinyl phosphoramides | Brønsted acid catalysis | cyclic N-O-acetals | N-phosphinyl phosphoramides | CATALYSIS | 2,3-DIHYDRO-4H-1,3-BENZOXAZIN-4-ONES | DESIGN | MANNICH-TYPE REACTION | Bronsted acid catalysis | IMINES | ALPHA | cyclic N,O-acetals | CHEMISTRY, MULTIDISCIPLINARY
organocatalysis | cyclic N,O‐acetals | N‐phosphinyl phosphoramides | Brønsted acid catalysis | cyclic N-O-acetals | N-phosphinyl phosphoramides | CATALYSIS | 2,3-DIHYDRO-4H-1,3-BENZOXAZIN-4-ONES | DESIGN | MANNICH-TYPE REACTION | Bronsted acid catalysis | IMINES | ALPHA | cyclic N,O-acetals | CHEMISTRY, MULTIDISCIPLINARY
Journal Article
Organic Letters, ISSN 1523-7060, 11/2016, Volume 18, Issue 21, pp. 5604 - 5607
The development of an unprecedented chemoselective transformation has contributed to forming a novel synthetic process for target molecules. Chemoselective...
ALDEHYDE ACETALS | ACID | ESTERS | BENZYLIDENE ACETALS | CHEMISTRY, ORGANIC | CYCLIC ACETALS | AEROBIC OXIDATION | RING-CLEAVAGE | COMBINATION | HYDROXY PHTHALIMIDE NHPI | MOLECULAR-OXYGEN
ALDEHYDE ACETALS | ACID | ESTERS | BENZYLIDENE ACETALS | CHEMISTRY, ORGANIC | CYCLIC ACETALS | AEROBIC OXIDATION | RING-CLEAVAGE | COMBINATION | HYDROXY PHTHALIMIDE NHPI | MOLECULAR-OXYGEN
Journal Article
Bioconjugate Chemistry, ISSN 1043-1802, 04/2008, Volume 19, Issue 4, pp. 911 - 919
A library of polyurethanes and polyureas with different hydrophobicities containing the same acid-degradable dimethyl ketal moiety embedded in the polymer main...
CELLS | VEHICLE | MICROSPHERES | BIOCHEMISTRY & MOLECULAR BIOLOGY | SIZE | BIOCHEMICAL RESEARCH METHODS | CHEMISTRY, ORGANIC | RELEASE | CARRIERS | CHEMISTRY, MULTIDISCIPLINARY | NANOPARTICLES | PROTEIN-BASED VACCINES | MICROGELS | Biocompatible Materials - metabolism | Biocompatible Materials - chemistry | Drug Carriers - toxicity | Biocompatible Materials - toxicity | Drug Carriers - chemistry | Biocompatible Materials - chemical synthesis | Microspheres | Time Factors | Water - chemistry | Acetals - metabolism | Acetals - chemistry | Drug Carriers - metabolism | Polymers - chemical synthesis | Acetals - toxicity | Acids - chemistry | Drug Carriers - chemical synthesis | Macrophages - cytology | Macrophages - metabolism | Acetals - chemical synthesis | Polymers - toxicity | Hydrophobic and Hydrophilic Interactions | Polymers - chemistry | Kinetics | Phagocytosis | Polymers - metabolism | Hydrogen-Ion Concentration | Index Medicus
CELLS | VEHICLE | MICROSPHERES | BIOCHEMISTRY & MOLECULAR BIOLOGY | SIZE | BIOCHEMICAL RESEARCH METHODS | CHEMISTRY, ORGANIC | RELEASE | CARRIERS | CHEMISTRY, MULTIDISCIPLINARY | NANOPARTICLES | PROTEIN-BASED VACCINES | MICROGELS | Biocompatible Materials - metabolism | Biocompatible Materials - chemistry | Drug Carriers - toxicity | Biocompatible Materials - toxicity | Drug Carriers - chemistry | Biocompatible Materials - chemical synthesis | Microspheres | Time Factors | Water - chemistry | Acetals - metabolism | Acetals - chemistry | Drug Carriers - metabolism | Polymers - chemical synthesis | Acetals - toxicity | Acids - chemistry | Drug Carriers - chemical synthesis | Macrophages - cytology | Macrophages - metabolism | Acetals - chemical synthesis | Polymers - toxicity | Hydrophobic and Hydrophilic Interactions | Polymers - chemistry | Kinetics | Phagocytosis | Polymers - metabolism | Hydrogen-Ion Concentration | Index Medicus
Journal Article
Journal of the American Chemical Society, ISSN 0002-7863, 07/2018, Volume 140, Issue 26, pp. 8350 - 8356
C(sp3)–H bond functionalization has emerged as a robust tool enabling rapid construction of molecular complexity from simple building blocks, and the...
C(SP)-H BOND ACTIVATION | VISIBLE-LIGHT | ANION PHASE-TRANSFER | IODONIUM SALTS | ABSTRACTION REACTIONS | HYDROGEN-ATOM TRANSFER | ALIPHATIC-AMINES | SUBSTITUTED PHENYL RADICALS | C-H ACTIVATION | CHEMISTRY, MULTIDISCIPLINARY | CATIONIC-POLYMERIZATION | Ethers, Cyclic - chemistry | Acetals - chemical synthesis | Furans - chemistry | Pyrans - chemistry | Stereoisomerism | Light | Phosphates - chemistry | Molecular Structure | Acetals - chemistry | Onium Compounds - chemistry
C(SP)-H BOND ACTIVATION | VISIBLE-LIGHT | ANION PHASE-TRANSFER | IODONIUM SALTS | ABSTRACTION REACTIONS | HYDROGEN-ATOM TRANSFER | ALIPHATIC-AMINES | SUBSTITUTED PHENYL RADICALS | C-H ACTIVATION | CHEMISTRY, MULTIDISCIPLINARY | CATIONIC-POLYMERIZATION | Ethers, Cyclic - chemistry | Acetals - chemical synthesis | Furans - chemistry | Pyrans - chemistry | Stereoisomerism | Light | Phosphates - chemistry | Molecular Structure | Acetals - chemistry | Onium Compounds - chemistry
Journal Article
Renewable and Sustainable Energy Reviews, ISSN 1364-0321, 09/2016, Volume 62, pp. 804 - 814
With the rapid development of the biodiesel industry all over the world, a large surplus of glycerol has been created, so economic uses of glycerol for...
Glycerol | Acetal | Ketal | Biodiesel | ACID CATALYST | GREEN & SUSTAINABLE SCIENCE & TECHNOLOGY | SOLVENT-FREE CONDITIONS | ENERGY & FUELS | ACETONE | CYCLIC ACETALS | SOLKETAL | CONTINUOUS-FLOW PROCESS | FUEL | ACETALIZATION | CONTINUOUS REACTOR | Glycerin | Fuel additives | Economics | Sustainability | Glycerols | Reactor design | Aldehydes | Acetals
Glycerol | Acetal | Ketal | Biodiesel | ACID CATALYST | GREEN & SUSTAINABLE SCIENCE & TECHNOLOGY | SOLVENT-FREE CONDITIONS | ENERGY & FUELS | ACETONE | CYCLIC ACETALS | SOLKETAL | CONTINUOUS-FLOW PROCESS | FUEL | ACETALIZATION | CONTINUOUS REACTOR | Glycerin | Fuel additives | Economics | Sustainability | Glycerols | Reactor design | Aldehydes | Acetals
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 10/2015, Volume 54, Issue 41, pp. 12087 - 12090
Nucleophilic substitution reactions of acetals having benzyloxy groups four carbon atoms away can be highly diastereoselective. The selectivity in several...
nucleophilic substitution | through‐space interactions | synthetic methods | allylic compounds | carbocations | through-space interactions | ORGANIC-CHEMISTRY | ACID MEDIATED REACTIONS | CHIRAL DIOXANE ACETALS | O-GLYCOSYLATION | HYDROLYSIS | OXOCARBENIUM IONS | CHEMISTRY, MULTIDISCIPLINARY | GLYCOSYLATION REACTIONS | PROTECTING GROUP | STEREOSELECTIVITY | NEIGHBORING-GROUP PARTICIPATION | Allyl Compounds - chemical synthesis | Alcohols - chemistry | Acetals - chemical synthesis | Stereoisomerism | Allyl Compounds - chemistry | Alcohols - chemical synthesis | Kinetics | Acetals - chemistry | Substitution reactions | Nuclear magnetic resonance spectroscopy | Mass spectrometry | Reaction kinetics | Selectivity | Nucleophiles | Carbon | Nuclei | Acetals | Isomers | allylation
nucleophilic substitution | through‐space interactions | synthetic methods | allylic compounds | carbocations | through-space interactions | ORGANIC-CHEMISTRY | ACID MEDIATED REACTIONS | CHIRAL DIOXANE ACETALS | O-GLYCOSYLATION | HYDROLYSIS | OXOCARBENIUM IONS | CHEMISTRY, MULTIDISCIPLINARY | GLYCOSYLATION REACTIONS | PROTECTING GROUP | STEREOSELECTIVITY | NEIGHBORING-GROUP PARTICIPATION | Allyl Compounds - chemical synthesis | Alcohols - chemistry | Acetals - chemical synthesis | Stereoisomerism | Allyl Compounds - chemistry | Alcohols - chemical synthesis | Kinetics | Acetals - chemistry | Substitution reactions | Nuclear magnetic resonance spectroscopy | Mass spectrometry | Reaction kinetics | Selectivity | Nucleophiles | Carbon | Nuclei | Acetals | Isomers | allylation
Journal Article
Nature Chemistry, ISSN 1755-4330, 08/2017, Volume 9, Issue 8, pp. 779 - 784
The field of Ni-catalysed cross-coupling has seen rapid recent growth because of the low cost of Ni, its earth abundance, and its ability to promote unique...
ACTIVATION | ETHERS | COUPLING REACTIONS | ALKYLATION | ARYL | ACETALS | CHEMISTRY, MULTIDISCIPLINARY | Ethers - chemical synthesis | Phosphines - chemistry | Nickel - chemistry | Ligands | Boronic Acids - chemistry | Molecular Structure | Catalysis | Acetals - chemistry | Cross coupling | Statistical analysis | Phosphine | Chemical reactions | Abundance | Steric hindrance | Steric effects | Regression analysis | Parameterization | Design | Low cost | Nickel | Ethers | Acetals | Phosphines
ACTIVATION | ETHERS | COUPLING REACTIONS | ALKYLATION | ARYL | ACETALS | CHEMISTRY, MULTIDISCIPLINARY | Ethers - chemical synthesis | Phosphines - chemistry | Nickel - chemistry | Ligands | Boronic Acids - chemistry | Molecular Structure | Catalysis | Acetals - chemistry | Cross coupling | Statistical analysis | Phosphine | Chemical reactions | Abundance | Steric hindrance | Steric effects | Regression analysis | Parameterization | Design | Low cost | Nickel | Ethers | Acetals | Phosphines
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 08/2019, Volume 58, Issue 33, pp. 11479 - 11482
We report a highly enantioselective catalytic protonation of bis‐silyl ketene acetals. Our method delivers α‐branched carboxylic acids, including nonsteroidal...
deracemization | deuteration | protonation | disulfonimide | bis-silyl ketene acetals | Brønsted acids | BRONSTED ACID | ENANTIOSELECTIVE PROTONATION | ENOL ETHERS | ALKYLATION | ALDEHYDES | CHEMISTRY, MULTIDISCIPLINARY | PSEUDOEPHEDRINE | DISILYL ACETALS | PRACTICAL CHIRAL AUXILIARY | GENERATION | Bronsted acids | Acids | Ibuprofen | Protonation | Inflammation | Carboxylic acids | Catalysis | Enantiomers | Acetals
deracemization | deuteration | protonation | disulfonimide | bis-silyl ketene acetals | Brønsted acids | BRONSTED ACID | ENANTIOSELECTIVE PROTONATION | ENOL ETHERS | ALKYLATION | ALDEHYDES | CHEMISTRY, MULTIDISCIPLINARY | PSEUDOEPHEDRINE | DISILYL ACETALS | PRACTICAL CHIRAL AUXILIARY | GENERATION | Bronsted acids | Acids | Ibuprofen | Protonation | Inflammation | Carboxylic acids | Catalysis | Enantiomers | Acetals
Journal Article