Iridium-catalyzed, β-selective C(sp3)-H silylation of aliphatic amines to form silapyrrolidines and 1,2-amino alcohols

scientific article published on 13 December 2018

Iridium-catalyzed, β-selective C(sp3)-H silylation of aliphatic amines to form silapyrrolidines and 1,2-amino alcohols is …
instance of (P31):
scholarly articleQ13442814

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P356DOI10.1021/JACS.8B10428
P932PMC publication ID6839912
P698PubMed publication ID30354144

P50authorJohn F. HartwigQ15432304
Bo SuQ62607861
P2093author name stringTaegyo Lee
P2860cites workPalladium-catalysed transannular C-H functionalization of alicyclic aminesQ28820908
Silylation of C–H bonds in aromatic heterocycles by an Earth-abundant metal catalystQ29030291
Pd(II)-catalyzed enantioselective C-H olefination of diphenylacetic acidsQ33592501
Palladium(II)-catalyzed enantioselective C(sp³)-H activation using a chiral hydroxamic acid ligandQ33776512
Conversion of 1-alkenes into 1,4-diols through an auxiliary-mediated formal homoallylic C-H oxidationQ34149063
Visible light photoredox catalysis with transition metal complexes: applications in organic synthesisQ34333964
Organosilicon molecules with medicinal applicationsQ34660866
Heterocycle synthesis via direct C-H/N-H couplingQ35670227
Catalytic C-H amination for the preparation of substituted 1,2-diaminesQ37187868
Analysis of the structural diversity, substitution patterns, and frequency of nitrogen heterocycles among U.S. FDA approved pharmaceuticalsQ38254225
Catalytic Enantioselective Transformations Involving C-H Bond Cleavage by Transition-Metal Complexes.Q39140645
Rhodium-Catalyzed Enantioselective Silylation of Cyclopropyl C-H BondsQ39715561
Platinum-Catalyzed, Terminal-Selective C(sp(3))-H Oxidation of Aliphatic AminesQ40078033
Ligand-accelerated enantioselective methylene C(sp3)-H bond activationQ41058285
Rhodium-catalyzed enantioselective silylation of arene C-H bonds: desymmetrization of diarylmethanolsQ41307377
Ligand-enabled cross-coupling of C(sp3)-H bonds with arylboron reagents via Pd(II)/Pd(0) catalysisQ41578174
N-Boc amines to oxazolidinones via Pd(II)/bis-sulfoxide/Brønsted acid co-catalyzed allylic C-H oxidationQ41893006
Enantioselective amine α-functionalization via palladium-catalysed C-H arylation of thioamidesQ42316860
Room-temperature enantioselective C-H iodination via kinetic resolutionQ42652825
Catalyst-controlled C-O versus C-N allylic functionalization of terminal olefinsQ42775390
Pd-Catalyzed γ-C(sp3)-H Arylation of Free Amines Using a Transient Directing GroupQ43980973
A novel general route for the preparation of enantiopure imidazolinesQ44004208
New strategic reactions for organic synthesis: catalytic asymmetric C-H activation alpha to nitrogen as a surrogate for the mannich reactionQ44465146
Iridium-catalyzed regioselective silylation of secondary alkyl C-H bonds for the synthesis of 1,3-diols.Q45934797
A Chiral Nitrogen Ligand for Enantioselective, Iridium-Catalyzed Silylation of Aromatic C-H BondsQ46075345
Cross-dehydrogenative coupling (CDC): exploring C-C bond formations beyond functional group transformationsQ46120733
Intermolecular and intramolecular, platinum-catalyzed, acceptorless dehydrogenative coupling of hydrosilanes with aryl and aliphatic methyl C-H bondsQ46422294
Iridium-catalyzed regioselective silylation of aromatic and benzylic C-H bonds directed by a secondary amineQ46439792
Ir-Catalyzed Enantioselective, Intramolecular Silylation of Methyl C-H Bonds.Q46904625
Enantioselective C-H Functionalization-Addition Sequence Delivers Densely Substituted 3-Azabicyclo[3.1.0]hexanes.Q47765639
General, Mild, and Selective Method for Desaturation of Aliphatic Amines.Q48105970
Buttressing Salicylaldehydes: A Multipurpose Directing Group for C(sp3 )-H Bond Activation.Q48141631
An Enantioselective Bidentate Auxiliary Directed Palladium-Catalyzed Benzylic C-H Arylation of Amines Using a BINOL Phosphate LigandQ48215023
Friedel-Crafts-Type Intermolecular C-H Silylation of Electron-Rich Arenes Initiated by Base-Metal Salts.Q48251865
Rhodium-Catalyzed Regioselective Silylation of Alkyl C-H Bonds for the Synthesis of 1,4-DiolsQ48323412
Palladium-Catalyzed Enantioselective C-H Activation of Aliphatic Amines Using Chiral Anionic BINOL-Phosphoric Acid Ligands.Q48374746
Formation of α-chiral centers by asymmetric β-C(sp3)-H arylation, alkenylation, and alkynylation.Q49247750
Enantioselective C(sp3)‒H bond activation by chiral transition metal catalystsQ49959768
A Hydrazone-Based exo-Directing-Group Strategy for β C-H Oxidation of Aliphatic Amines.Q50867790
sp3 C-H activation via exo-type directing groups.Q52575940
Directed C-H Bond Oxidation of (+)-Pleuromutilin.Q52583214
Second-Generation Palladium Catalyst System for Transannular C-H Functionalization of Azabicycloalkanes.Q52590108
Brønsted Acid-Promoted Formation of Stabilized Silylium Ions for Catalytic Friedel-Crafts C-H Silylation.Q52851050
Efficient alkyl ether synthesis via palladium-catalyzed, picolinamide-directed alkoxylation of unactivated C(sp3)-H and C(sp2)-H bonds at remote positions.Q53381316
Synthesis, Reactivity, Functionalization, and ADMET Properties of Silicon-Containing Nitrogen Heterocycles.Q55361717
Catalytic functionalization of unactivated primary C–H bonds directed by an alcoholQ58056627
Palladium-catalysed C–H activation of aliphatic amines to give strained nitrogen heterocyclesQ59068183
Enantioselective γ-C(sp)-H Activation of Alkyl Amines via Pd(II)/Pd(0) CatalysisQ59846669
Catalytic Enantioselective C−H Activation by Means of Metal−Carbenoid-Induced C−H InsertionQ60020984
Direct α-alkylation of primary aliphatic amines enabled by CO and electrostaticsQ60240315
Pd(II)-catalyzed enantioselective activation of C(sp2)-H and C(sp3)-H bonds using monoprotected amino acids as chiral ligandsQ81289986
Expanding the substrate scope for C-H amination reactions: oxidative cyclization of urea and guanidine derivativesQ82763339
Fused indolines by palladium-catalyzed asymmetric C-C coupling involving an unactivated methylene groupQ84499139
Enantioselective palladium-catalyzed direct arylations at ambient temperature: access to indanes with quaternary stereocentersQ84789990
Enantioselective synthesis of 2-methyl indolines by palladium catalysed asymmetric C(sp3)-H activation/cyclisationQ84959315
Rhodium-Catalyzed Synthesis of Benzosilolometallocenes via the Dehydrogenative Silylation of C(sp(2))-H BondsQ85347406
Synthesis of all eight L-glycopyranosyl donors using C-H activationQ85744814
Mechanistic Insights into the Palladium-Catalyzed Aziridination of Aliphatic Amines by C-H ActivationQ85746200
Iridium-catalyzed silylation of aryl C-H bondsQ86303987
Rhodium-catalyzed enantioselective intramolecular C-H silylation for the syntheses of planar-chiral metallocene silolesQ87176376
Acceleration Effects of Phosphine Ligands on the Rhodium-Catalyzed Dehydrogenative Silylation and Germylation of Unactivated C(sp(3))-H BondsQ87284421
Boron-Catalyzed Aromatic C-H Bond Silylation with HydrosilanesQ87426987
Catalytic C(sp(3) )-H Arylation of Free Primary Amines with an exo Directing Group Generated In SituQ87615858
Carbon Dioxide-Mediated C(sp3)-H Arylation of Amine SubstratesQ88771318
Asymmetric Synthesis of N-Boc-(R)-Silaproline via Rh-Catalyzed Intramolecular Hydrosilylation of Dehydroalanine and Continuous Flow N-AlkylationQ89064522
P433issue51
P407language of work or nameEnglishQ1860
P921main subjectiridiumQ877
P304page(s)18032-18038
P577publication date2018-12-13
P1433published inJournal of the American Chemical SocietyQ898902
P1476titleIridium-Catalyzed, β-Selective C(sp3)-H Silylation of Aliphatic Amines To Form Silapyrrolidines and 1,2-Amino Alcohols
P478volume140

Reverse relations

Q91840358Asymmetric Synthesis of α-Aminoboronates via Rhodium-Catalyzed Enantioselective C(sp3)-H Borylationcites workP2860

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