Journal of the American Chemical Society, ISSN 0002-7863, 1900, Volume 137, Issue 18, pp. 6059 - 6066
An efficient Mn-catalyzed aerobic oxidative hydroxyazidation of olefins for synthesis of β-azido alcohols has been developed. The aerobic oxidative generation...
SELECTIVE OXIDATION | AMINO-ALCOHOLS | C-H AZIDATION | KINETIC RESOLUTION | VICINAL DIFUNCTIONALIZATION | CLICK-CHEMISTRY | BOND-CLEAVAGE | IODINE(III) REAGENTS | CHEMISTRY, MULTIDISCIPLINARY | TRANSITION-METAL-FREE | UNACTIVATED ALKENES | Alcohols - chemistry | Alkenes - chemistry | Oxidation-Reduction | Alcohols - chemical synthesis | Organometallic Compounds - chemistry | Molecular Structure | Catalysis | Manganese - chemistry | Azides - chemical synthesis | Azides - chemistry | Research | Chemical properties | Heterocyclic compounds | Olefins
SELECTIVE OXIDATION | AMINO-ALCOHOLS | C-H AZIDATION | KINETIC RESOLUTION | VICINAL DIFUNCTIONALIZATION | CLICK-CHEMISTRY | BOND-CLEAVAGE | IODINE(III) REAGENTS | CHEMISTRY, MULTIDISCIPLINARY | TRANSITION-METAL-FREE | UNACTIVATED ALKENES | Alcohols - chemistry | Alkenes - chemistry | Oxidation-Reduction | Alcohols - chemical synthesis | Organometallic Compounds - chemistry | Molecular Structure | Catalysis | Manganese - chemistry | Azides - chemical synthesis | Azides - chemistry | Research | Chemical properties | Heterocyclic compounds | Olefins
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 10/2014, Volume 53, Issue 41, pp. 11041 - 11045
We present here a highly efficient NHC‐catalyzed kinetic resolution of a wide range of 1,1′‐biaryl‐2,2′‐diols and amino alcohols to provide them in uniformly...
axial chirality | enantioselectivity | kinetic resolution | N‐heterocyclic carbene | acylation | N-heterocyclic carbene | Enantioselectivity | Kinetic resolution | Axial chirality | Acylation | Heterocyclic Compounds - chemistry | Nitrogen - chemistry | Methane - analogs & derivatives | Stereoisomerism | Methane - chemistry | Naphthols - chemistry | Catalysis | Kinetics | Amino Alcohols - chemistry | ASYMMETRIC CATALYSIS | BINAM DERIVATIVES | ACID | ENANTIOSELECTIVE SYNTHESIS | SMALL-MOLECULE | N-HETEROCYCLIC CARBENES | CHEMISTRY, MULTIDISCIPLINARY | SECONDARY ALCOHOLS | NUCLEOPHILIC CARBENES | AXIALLY CHIRAL BIARYLS | 2-NAPHTHOLS | Backbone | Catalysts | Reaction kinetics | Derivatives | Aldehydes | Alcohols
axial chirality | enantioselectivity | kinetic resolution | N‐heterocyclic carbene | acylation | N-heterocyclic carbene | Enantioselectivity | Kinetic resolution | Axial chirality | Acylation | Heterocyclic Compounds - chemistry | Nitrogen - chemistry | Methane - analogs & derivatives | Stereoisomerism | Methane - chemistry | Naphthols - chemistry | Catalysis | Kinetics | Amino Alcohols - chemistry | ASYMMETRIC CATALYSIS | BINAM DERIVATIVES | ACID | ENANTIOSELECTIVE SYNTHESIS | SMALL-MOLECULE | N-HETEROCYCLIC CARBENES | CHEMISTRY, MULTIDISCIPLINARY | SECONDARY ALCOHOLS | NUCLEOPHILIC CARBENES | AXIALLY CHIRAL BIARYLS | 2-NAPHTHOLS | Backbone | Catalysts | Reaction kinetics | Derivatives | Aldehydes | Alcohols
Journal Article
Journal of the American Chemical Society, ISSN 0002-7863, 08/2017, Volume 139, Issue 30, pp. 10204 - 10207
A radical-mediated strategy for β C–H amination of alcohols has been developed. This approach employs a radical relay chaperone, which serves as a traceless...
CATALYTIC FUNCTIONALIZATION | TRANSLOCATION | INSERTION | VICINAL AMINO-ALCOHOLS | BONDS | REMOTE OXIDATION | 1,5-HYDROGEN ATOM TRANSFER | 1,3-DIOL SYNTHESIS | CHEMISTRY, MULTIDISCIPLINARY | CYCLIZATION | AMIDINE MOIETY | Amines - chemistry | Alcohols - chemistry | Molecular Structure | Amines - chemical synthesis | Amination | Free Radicals - chemistry | Chemical bonds | Amines | Chemical properties | Research | Molecular chaperones | Analysis
CATALYTIC FUNCTIONALIZATION | TRANSLOCATION | INSERTION | VICINAL AMINO-ALCOHOLS | BONDS | REMOTE OXIDATION | 1,5-HYDROGEN ATOM TRANSFER | 1,3-DIOL SYNTHESIS | CHEMISTRY, MULTIDISCIPLINARY | CYCLIZATION | AMIDINE MOIETY | Amines - chemistry | Alcohols - chemistry | Molecular Structure | Amines - chemical synthesis | Amination | Free Radicals - chemistry | Chemical bonds | Amines | Chemical properties | Research | Molecular chaperones | Analysis
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 04/2013, Volume 52, Issue 14, pp. 4012 - 4015
Pyrroles were synthesized in one step by using the acceptorless dehydrogenative coupling of amino alcohols with secondary alcohols (equivalent amounts),...
ruthenium | dehydrogenation | homogeneous catalysis | pyrroles | pincer complex | Pyrroles - chemical synthesis | Nitrogen - chemistry | Pyrroles - chemistry | Catalysis | Amino Alcohols - chemistry | Coordination Complexes - chemistry | Ruthenium - chemistry | Carbon - chemistry
ruthenium | dehydrogenation | homogeneous catalysis | pyrroles | pincer complex | Pyrroles - chemical synthesis | Nitrogen - chemistry | Pyrroles - chemistry | Catalysis | Amino Alcohols - chemistry | Coordination Complexes - chemistry | Ruthenium - chemistry | Carbon - chemistry
Journal Article
Journal of the American Chemical Society, ISSN 0002-7863, 12/2013, Volume 135, Issue 48, pp. 18052 - 18055
A stereodynamic probe for determination of the absolute configuration and enantiomeric composition of chiral amines, diamines, amino alcohols, amino acids, and...
ASYMMETRIC CATALYSIS | SECONDARY ALCOHOLS | STATIONARY-PHASE | ENANTIOMERIC EXCESS | ABSOLUTE-CONFIGURATION | RAPID-DETERMINATION | AXIAL CHIRALITY | CIRCULAR-DICHROISM PROTOCOL | ZINC PORPHYRIN | CHEMISTRY, MULTIDISCIPLINARY | CARBOXYLIC-ACIDS | Amines - chemistry | Boron - chemistry | Stereoisomerism | Amino Acids - chemistry | Models, Molecular | Diamines - chemistry | Amino Alcohols - chemistry | Hydroxy Acids - chemistry | Zinc - chemistry | Coordination Complexes - chemistry | Amino acids | Chemical properties | Research | Chirality
ASYMMETRIC CATALYSIS | SECONDARY ALCOHOLS | STATIONARY-PHASE | ENANTIOMERIC EXCESS | ABSOLUTE-CONFIGURATION | RAPID-DETERMINATION | AXIAL CHIRALITY | CIRCULAR-DICHROISM PROTOCOL | ZINC PORPHYRIN | CHEMISTRY, MULTIDISCIPLINARY | CARBOXYLIC-ACIDS | Amines - chemistry | Boron - chemistry | Stereoisomerism | Amino Acids - chemistry | Models, Molecular | Diamines - chemistry | Amino Alcohols - chemistry | Hydroxy Acids - chemistry | Zinc - chemistry | Coordination Complexes - chemistry | Amino acids | Chemical properties | Research | Chirality
Journal Article
Journal of the American Chemical Society, ISSN 0002-7863, 06/2007, Volume 129, Issue 23, pp. 7274 - 7276
A novel Pd/sulfoxide catalyzed diastereoselective allylic C−H amination reaction of chiral homoallylic N-tosyl carbamates is reported. Densely oxygenated...
INTRAMOLECULAR DIAMINATION | ALKENES | FERROCENYLPHOSPHINE-PALLADIUM COMPLEXES | PALLADIUM(II)-CATALYZED CYCLIZATION | MANNICH-TYPE REACTION | OLEFINS | AMINO ALCOHOLS | HYDROCARBON OXIDATION | CATALYTIC ASYMMETRIC-SYNTHESIS | CHEMISTRY, MULTIDISCIPLINARY | ALLYLAMINES
INTRAMOLECULAR DIAMINATION | ALKENES | FERROCENYLPHOSPHINE-PALLADIUM COMPLEXES | PALLADIUM(II)-CATALYZED CYCLIZATION | MANNICH-TYPE REACTION | OLEFINS | AMINO ALCOHOLS | HYDROCARBON OXIDATION | CATALYTIC ASYMMETRIC-SYNTHESIS | CHEMISTRY, MULTIDISCIPLINARY | ALLYLAMINES
Journal Article
Nature, ISSN 0028-0836, 04/2016, Volume 532, Issue 7599, pp. 353 - 356
The chirality, or 'handedness', of a biologically active molecule can alter its physiological properties. Thus it is routine procedure in the drug discovery...
ALKENES | KETONES | DIASTEREOSELECTIVITY | MULTIDISCIPLINARY SCIENCES | ASYMMETRIC HYDROAMINATION | OLEFINS | ALDEHYDES | Chemistry Techniques, Synthetic | Copper - chemistry | Amination | Amino Alcohols - chemical synthesis | Stereoisomerism | Molecular Structure | Catalysis | Amino Alcohols - chemistry | Stereoisomers | Pharmaceutical research | Research | Alcohol | Ligands | Chemical synthesis | Copper | Chromatography | Pharmaceuticals
ALKENES | KETONES | DIASTEREOSELECTIVITY | MULTIDISCIPLINARY SCIENCES | ASYMMETRIC HYDROAMINATION | OLEFINS | ALDEHYDES | Chemistry Techniques, Synthetic | Copper - chemistry | Amination | Amino Alcohols - chemical synthesis | Stereoisomerism | Molecular Structure | Catalysis | Amino Alcohols - chemistry | Stereoisomers | Pharmaceutical research | Research | Alcohol | Ligands | Chemical synthesis | Copper | Chromatography | Pharmaceuticals
Journal Article
Journal of the American Chemical Society, ISSN 0002-7863, 08/2009, Volume 131, Issue 33, pp. 11707 - 11711
A highly selective and general Pd/sulfoxide-catalyzed allylic C−H amination reaction en route to syn-1,3-amino alcohol motifs is reported. Key to achieving...
CATALYSIS | ASYMMETRIC-SYNTHESIS | ENANTIOSELECTIVE SYNTHESIS | ENOL ETHERS | ACIDS | MANNICH REACTIONS | BETA-AMINO | HYDROCARBON OXIDATION | DERIVATIVES | CHEMISTRY, MULTIDISCIPLINARY | CONJUGATE ADDITION | Amino Alcohols - chemical synthesis | Safrole - analogs & derivatives | Stereoisomerism | Substrate Specificity | Hydrogen - chemistry | Carbamates - chemistry | Carbon - chemistry | Alkenes - chemistry | Amination | Safrole - chemistry | Catalysis | Amino Alcohols - chemistry | Palladium - chemistry | Electrons | Carbamates | Palladium | Amines | Chemical properties | Alcohols
CATALYSIS | ASYMMETRIC-SYNTHESIS | ENANTIOSELECTIVE SYNTHESIS | ENOL ETHERS | ACIDS | MANNICH REACTIONS | BETA-AMINO | HYDROCARBON OXIDATION | DERIVATIVES | CHEMISTRY, MULTIDISCIPLINARY | CONJUGATE ADDITION | Amino Alcohols - chemical synthesis | Safrole - analogs & derivatives | Stereoisomerism | Substrate Specificity | Hydrogen - chemistry | Carbamates - chemistry | Carbon - chemistry | Alkenes - chemistry | Amination | Safrole - chemistry | Catalysis | Amino Alcohols - chemistry | Palladium - chemistry | Electrons | Carbamates | Palladium | Amines | Chemical properties | Alcohols
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 03/2011, Volume 50, Issue 13, pp. 3006 - 3009
Ironing it out: The straightforward N‐alkylation using alcohols and iron/amino acid catalysis is described (see scheme). The reaction does not proceed by the...
iron | alcohols | N‐alkylation | homogeneous catalysis | amino acids | Amino acids | Iron | Homogeneous catalysis | Alcohols | N-alkylation | SUBSTITUTION | BORROWING HYDROGEN | TERTIARY-AMINES | SECONDARY | SULFONAMIDES | CHEMISTRY, MULTIDISCIPLINARY | BENZYL ALCOHOLS | DIRECT AMINATION | ALLYLIC ALCOHOLS | MONOALKYLATION | EFFICIENT | Amines - chemistry | Alcohols - chemistry | Stereoisomerism | Iron - chemistry | Amino Acids - chemistry | Molecular Structure | Amines - chemical synthesis | Catalysis | Alkylation
iron | alcohols | N‐alkylation | homogeneous catalysis | amino acids | Amino acids | Iron | Homogeneous catalysis | Alcohols | N-alkylation | SUBSTITUTION | BORROWING HYDROGEN | TERTIARY-AMINES | SECONDARY | SULFONAMIDES | CHEMISTRY, MULTIDISCIPLINARY | BENZYL ALCOHOLS | DIRECT AMINATION | ALLYLIC ALCOHOLS | MONOALKYLATION | EFFICIENT | Amines - chemistry | Alcohols - chemistry | Stereoisomerism | Iron - chemistry | Amino Acids - chemistry | Molecular Structure | Amines - chemical synthesis | Catalysis | Alkylation
Journal Article
Nature Chemistry, ISSN 1755-4330, 12/2015, Volume 7, Issue 12, pp. 1009 - 1016
Aliphatic primary amines are a class of chemical feedstock essential to the synthesis of higher-order nitrogen-containing molecules, commonly found in...
C(SP)-H BONDS | PD(II)-CATALYZED OLEFINATION | MECHANISM | OXYGENATION | ARYLATION | ARENES | CONSTRUCTION | BOND FUNCTIONALIZATION | REACTIVITY | INTERMEDIATE | CHEMISTRY, MULTIDISCIPLINARY | Amines - chemistry | Models, Molecular | Molecular Structure | Catalysis | Amino Alcohols - chemistry | Palladium - chemistry | Chemical Sciences
C(SP)-H BONDS | PD(II)-CATALYZED OLEFINATION | MECHANISM | OXYGENATION | ARYLATION | ARENES | CONSTRUCTION | BOND FUNCTIONALIZATION | REACTIVITY | INTERMEDIATE | CHEMISTRY, MULTIDISCIPLINARY | Amines - chemistry | Models, Molecular | Molecular Structure | Catalysis | Amino Alcohols - chemistry | Palladium - chemistry | Chemical Sciences
Journal Article
Chemical Reviews, ISSN 0009-2665, 06/2010, Volume 110, Issue 6, pp. 3600 - 3740
CONCISE ASYMMETRIC-SYNTHESIS | HUMAN MELANOCORTIN-4 RECEPTOR | TRIFLUOROMETHYLATED ALLYLIC AMINES | UNSATURATED 1,2-AMINO ALCOHOLS | ALPHA-AMINO-ACIDS | DIFLUOROMETHYL PHENYL SULFONE | HIGHLY STEREOSELECTIVE-SYNTHESIS | RHODIUM-CATALYZED ADDITION | CHEMISTRY, MULTIDISCIPLINARY | N-SULFINYL IMINES | POTENT FUNCTIONAL AGONISTS | Amines - chemistry | Oxidation-Reduction | Sulfonamides - chemistry | Amino Alcohols - chemical synthesis | Stereoisomerism | Butanes - chemical synthesis | Amino Acids - chemistry | Amines - chemical synthesis | Amino Acids - chemical synthesis | Sulfonamides - chemical synthesis | Imines - chemistry | Diamines - chemistry | Organometallic Compounds - chemistry | Butanes - chemistry | Catalysis | Imines - chemical synthesis | Amino Alcohols - chemistry | Aziridines - chemistry | Diamines - chemical synthesis | Aziridines - chemical synthesis | Amines | Chemical properties | Tertiary butyl compounds | Structure | Chemical synthesis | Analysis
Journal Article
Chemical Communications, ISSN 1359-7345, 2007, Issue 24, pp. 2449 - 2466
Asymmetric transfer hydrogenation (ATH) has emerged as a practical, powerful alternative to asymmetric hydrogenation for the production of chiral alcohols, one...
BETA-AMINO ALCOHOLS | BIPHASIC TRANSFER HYDROGENATION | TRANSITION-METAL-COMPLEXES | AROMATIC KETONES | TETHERED RUTHENIUM(II) CATALYST | SOLUBLE CARBONYL-COMPOUNDS | CATALYTIC TRANSFER-HYDROGENATION | ACID-TRIETHYLAMINE MIXTURE | CHEMISTRY, MULTIDISCIPLINARY | DEPENDENT TRANSFER HYDROGENATION | ENANTIOSELECTIVE TRANSFER HYDROGENATION | Alcohols - chemistry | Oxidation-Reduction | Stereoisomerism | Ketones - chemistry | Water - chemistry | Alcohols - chemical synthesis | Molecular Structure | Catalysis | Hydrogenation | Hydrogen-Ion Concentration
BETA-AMINO ALCOHOLS | BIPHASIC TRANSFER HYDROGENATION | TRANSITION-METAL-COMPLEXES | AROMATIC KETONES | TETHERED RUTHENIUM(II) CATALYST | SOLUBLE CARBONYL-COMPOUNDS | CATALYTIC TRANSFER-HYDROGENATION | ACID-TRIETHYLAMINE MIXTURE | CHEMISTRY, MULTIDISCIPLINARY | DEPENDENT TRANSFER HYDROGENATION | ENANTIOSELECTIVE TRANSFER HYDROGENATION | Alcohols - chemistry | Oxidation-Reduction | Stereoisomerism | Ketones - chemistry | Water - chemistry | Alcohols - chemical synthesis | Molecular Structure | Catalysis | Hydrogenation | Hydrogen-Ion Concentration
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 05/2002, Volume 41, Issue 10, pp. 1790 - 1793
L‐Proline as the catalyst: The first direct asymmetric α‐amination of aldehydes using L‐proline as the catalyst is presented (see scheme; Pg=protecting group)....
aldehydes | asymmetric catalysis | amino alcohols | amino acids | amino aldehydes | Amino acids | Aldehydes | Amino aldehydes | Asymmetric catalysis | Amino alcohols | ENANTIOSELECTIVE SYNTHESIS | IMINES | ALKYLATION | ALDOL REACTIONS | CHEMISTRY, MULTIDISCIPLINARY | STRATEGIES | ARYLGLYCINES | HYDROGEN-CYANIDE | ZIRCONIUM CATALYST | DERIVATIVES | STRECKER REACTION | Chemistry, Organic - methods | Alcohols - chemistry | Temperature | Models, Chemical | Nitrogen - chemistry | Esters - chemistry | Stereoisomerism | Catalysis | Carbon - chemistry | Aldehydes - chemistry | Proline - chemistry
aldehydes | asymmetric catalysis | amino alcohols | amino acids | amino aldehydes | Amino acids | Aldehydes | Amino aldehydes | Asymmetric catalysis | Amino alcohols | ENANTIOSELECTIVE SYNTHESIS | IMINES | ALKYLATION | ALDOL REACTIONS | CHEMISTRY, MULTIDISCIPLINARY | STRATEGIES | ARYLGLYCINES | HYDROGEN-CYANIDE | ZIRCONIUM CATALYST | DERIVATIVES | STRECKER REACTION | Chemistry, Organic - methods | Alcohols - chemistry | Temperature | Models, Chemical | Nitrogen - chemistry | Esters - chemistry | Stereoisomerism | Catalysis | Carbon - chemistry | Aldehydes - chemistry | Proline - chemistry
Journal Article
Journal of the American Chemical Society, ISSN 0002-7863, 12/2014, Volume 136, Issue 51, pp. 17818 - 17826
Coupling of haloarenes to arenes has been facilitated by a diverse range of organic additives in the presence of KO t Bu or NaO t Bu since the first report in...
SUPER-ELECTRON-DONORS | METAL-FREE SYNTHESIS | NUCLEOPHILIC TRIFLUOROMETHYLATION | ARYL BROMIDES | ORGANIC-SYNTHESIS | INTRAMOLECULAR ARYLATION | C-H-ARYLATION | POTASSIUM TERT-BUTOXIDE | UNACTIVATED ARENES | <
SUPER-ELECTRON-DONORS | METAL-FREE SYNTHESIS | NUCLEOPHILIC TRIFLUOROMETHYLATION | ARYL BROMIDES | ORGANIC-SYNTHESIS | INTRAMOLECULAR ARYLATION | C-H-ARYLATION | POTASSIUM TERT-BUTOXIDE | UNACTIVATED ARENES | <