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Highly selective and operationally simple synthesis of enantiomerically pure .beta.-amino esters via double stereodifferentiation

https://doi.org/10.1021/ja00056a051
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Direct HPLC separation of ?-aminoester enantiomers on totally synthetic chiral stationary phases
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(R)-1,1′-Bi-2,2′-naphthol
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(R)-1,1′-Bi-2,2′-naphthol
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(R)-1,1′-Bi-2,2′-naphthol
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(R)-1,1′-Bi-2,2′-naphthol
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2,3-Bis(trimethylsilyloxy)-1,3-cyclohexadiene
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Ketenetert-Butyldimethylsilyl Methyl Acetal
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Ketenetert-Butyldimethylsilyl Methyl Acetal
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Chiral B(III) Lewis Acids
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Multicomponent Reactions Under Microwave Irradiation Conditions
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An Addition of Terminal Alkynes to Phthalazin‐2‐Ium Bromide Catalyzed by Copper
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Chemie und Biologie von Taxol
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Enantioselektive Synthese von β‐Aminosäuren – TMS‐SAMP als chirales Ammoniak‐Äquivalent in der azaanalogen Michael‐Addition an α,β‐ungesättigte Ester
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Semisynthese von Taxol: eine hochenantio‐ und ‐diastereoselektive Synthese der Seitenkette und eine neue Methode zur Esterbildung an C13 unter Verwendung von Thioestern
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Three‐Component Enantioselective Synthesis of Propargylamines through Zr‐Catalyzed Additions of Alkyl Zinc Reagents to Alkynylimines
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Highly Diastereoselective and Enantioselective Synthesis of α‐Hydroxy β‐Amino Acid Derivatives: Lewis Base Catalyzed Hydrosilylation of α‐Acetoxy β‐Enamino Esters
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Copper/Titanium Catalysis Forms Fully Substituted Carbon Centers from the Direct Coupling of Acyclic Ketones, Amines, and Alkynes
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Chemistry and Biology of Taxol
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Enantioselective Synthesis of β‐Amino Acids: TMS‐SAMP as a Chiral Ammonia Equivalent for the Aza Analogous Michael Addition to α,β‐Unsaturated Esters
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Semisynthesis of Taxol: A Highly Enantio‐ and Diastereoselective Synthesis of the Side Chain and a New Method for Ester Formation at C13 Using Thioesters
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Three‐Component Enantioselective Synthesis of Propargylamines through Zr‐Catalyzed Additions of Alkyl Zinc Reagents to Alkynylimines
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Highly Diastereoselective and Enantioselective Synthesis of α‐Hydroxy β‐Amino Acid Derivatives: Lewis Base Catalyzed Hydrosilylation of α‐Acetoxy β‐Enamino Esters
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Copper/Titanium Catalysis Forms Fully Substituted Carbon Centers from the Direct Coupling of Acyclic Ketones, Amines, and Alkynes
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Propargyl Amine Synthesis Catalysed by Gold and Copper Thin Films by Using Microwave‐Assisted Continuous‐Flow Organic Synthesis (MACOS)
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ChemInform Abstract: Highly Selective and Operationally Simple Synthesis of Enantiomerically Pure β‐Amino Esters via Double Stereodifferentiation.
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Enantioselective Synthesis of Propargylamines Through Zr‐Catalyzed Addition of Mixed Alkynylzinc Reagents to Arylimines.
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Synthesis of β‐Amino Acids via Catalyst‐ and Solvent‐Free Aza‐Michael Reaction
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Postsynthetic Modification of a Metal–Organic Framework (MOF) Structure for Enantioselective Catalytic Epoxidation
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Mild Synthesis of β‐Amino‐α,α‐difluoro Ketones from Acylsilanes and Trifluoromethyltrimethylsilane in a One‐Pot Imino Aldol Reaction
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Study of the Effect of Fluorine Atom(s) on Fluoromethylated Imines in the Tandem Mannich–Michael‐type Reaction
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Lipase‐catalyzed aza‐Michael addition of amines to acrylates in supercritical carbon dioxide
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Applications of Dainshefsky's Dienes in the Asymmetric synthesis of Aza‐Diels‐Alder Reaction
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The Chemistry of Taxol and Related Taxoids
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Preparation of (R)- and (S)-2-Allyl-1, 3, 2-dinaphtho (α, β) [d.f] dioxaborepin and their reactions with aldehydes
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Enantioselective conjugate addition to α,β-unsaturated esters and amides mediated by lithium perchlorate
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Study of alkaloids of the Siberian and Altai flora 14. Synthesis of alkaloid-based tertiary N-(3-arylprop-2-ynyl)amines
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Optically Active Aminoalcohol Promoted Addition of 2-Pyridylthioester Boron Enolates to Imines: Enantioselective One-pot Synthesis of β-Lactams
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A novel two-phase oxidative coupling of 2-naphthols suspended in aqueous Fe3+ solutions
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Stereoselective one-pot synthesis of β-lactams by Lewis acid promoted condensation of silylketene thioacetals with imines
inferred← citeshttps://doi.org/10.1016/0040-4039(94)02316-4openalex-snapshot
Enantioselective one-pot synthesis of β-lactams from achiral 2-pyridylthioesters and aromatic imines
inferred← citeshttps://doi.org/10.1016/0040-4039(94)02369-mopenalex-snapshot
Diastereoselective synthesis of 3-amino-2-hydroxyalkanoic acid derivatives
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Enantioselective synthesis of β-amino acids. 6. High 1,2-stereoinduction in the preparation of enantiopure 2(R)-hydroxy-3(R)-N-benzoylamino-3-phenylpropionic acid (like stereoisomer of taxol's side chain)
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Boron aldol reaction of α-halosubstitued thioacetates with silyl imines: A highly enantio- and diastereoselective synthesis of aziridines
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Bisphenol ligands in the stereocontrol of transformations catalyzed by titanium and tungsten
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Biocatalytic resolution of β-fluoroalkyl-β-amino acids
inferred← citeshttps://doi.org/10.1016/0957-4166(94)80111-8openalex-snapshot
Diastereo and enantioselective entry to β-amino esters by hydride reduction of homochiral β-enamino esters.
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Biocatalytic approach to enantiomerically pure β-amino acids
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Enantioselective synthesis of fully protected anti 3-amino-2-hydroxy butyrates
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An enantioselective, stereodivergent approach to anti- and syn-α-hydroxy-β-amino acids from anti-3-amino-1,2-diols. Synthesis of the ready for coupling taxotere® side chain.
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Boron
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V2O5–O2 as a simple and efficient protocol for the oxidative coupling of 2-naphthols to binaphthols under mild reaction conditions
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One-pot preparation of fluorinated propargylamines under microwave irradiation and solvent-free conditions
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Stereoselective conjugate addition reactions of lithium amides to α,β-unsaturated chiral iron acyl complexes [(η5-C5H5)Fe(CO)(PPh3)(COCH CHR)]
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Copper (II) Schiff base catalysed aerobic oxidative coupling of 2-naphthols: an efficient and simple synthesis of binaphthols
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Amberlyst-15: An efficient reusable heterogeneous catalyst for aza-Michael reactions under solvent-free conditions
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Nano-size ZnS: A novel, efficient and recyclable catalyst for A3-coupling reaction of propargylamines
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LiClO4 Accelerated Michael addition of amines to α,β-unsaturated olefins under solvent-free conditions
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A highly efficient three-component coupling of aldehyde, terminal alkyne, and amine via C–H activation catalyzed by reusable immobilized copper in organic–inorganic hybrid materials under solvent-free reaction conditions
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Asymmetric synthesis of 3-amino-2-hydroxyalkanoates by Mannich reaction of menthyl acetate with imines and subsequent oxidation
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New reaction and new catalyst—a personal perspective
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Stereospecific novel glycosylation of hydroxy ?-lactams via iodine-catalyzed reaction: a new method for optical resolution
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2-Methylquinoline promoted oxidative ring-opening of N-sulfonyl aziridines with DMSO: facile synthesis of α-amino aryl ketones
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Mild and efficient synthesis of propargylamines by copper-catalyzed Mannich reaction
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Cerium(IV) ammonium nitrate (CAN) catalyzed aza-Michael addition of amines to α,β-unsaturated electrophiles
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Highly selective enolization method for heteroatom substituted esters; its application to the ireland ester enolate claisen rearrangement
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Stereoselective synthesis of β-lactams by condensation of titanium enolates of 2-pyridyl thioesters with imines bearing a chiral auxiliary
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Recent stereoselective synthetic approaches to β-amino acids
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Practical preparation of α-hydroxy-β-amino ester units; Stereoselective synthesis of taxol side chain and norstatine
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Multiple stereoselectivity and its application in organic synthesis
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Highly enantio- and diastereoselective boron aldol reactions of α-heterosubstituted thioacetates with aldehydes and silyl imines
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Computational studies on the aldol-type addition of boron enolates to imines: An ab-initio approach
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Asymmetric synthesis of N-protected syn and anti (E)-3-amino-2-hydroxy-4-hexenoate: A practical method for the C-α epimerization of anti β-amino-α-hydroxy acids
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Absolutely diastereoselective 1,2-nucleophilic addition of organometallic reagents to imines using diene-iron tricarbonyl chirality
inferred← citeshttps://doi.org/10.1016/s0040-4039(00)76766-9openalex-snapshot
A concise enantioselective synthesis of allylamines and N-boc-β-amino acids
inferred← citeshttps://doi.org/10.1016/s0040-4039(00)91831-8openalex-snapshot
Stereoselective synthesis of β-lactams by condensation of titanium enolates of 2-pyridylthioesters with imines bearing a chiral auxiliary
inferred← citeshttps://doi.org/10.1016/s0040-4039(03)00352-6openalex-snapshot
Methyltrioxorhenium-catalyzed aerobic oxidative coupling of 2-naphthols to binaphthols
inferred← citeshttps://doi.org/10.1016/s0957-4166(00)00172-5openalex-snapshot
Synthesis of (2R,3S)-isobutyl phenylisoserinate, the Taxol® side chain, from ethyl benzoylacetate
inferred← citeshttps://doi.org/10.1016/s0957-4166(00)00201-9openalex-snapshot
Asymmetric synthesis of N-phenylethyl-2-phenyldecahydroquinolin-4-ones via Lewis acid catalyzed imino-Diels–Alder reaction
inferred← citeshttps://doi.org/10.1016/s0957-4166(02)00708-5openalex-snapshot
A new protocol for the one-pot preparation of highly diastereomerically enriched secondary amines and β-amino esters mediated by lithium perchlorate solution in diethyl ether
inferred← citeshttps://doi.org/10.1016/s0957-4166(03)00352-5openalex-snapshot
Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL–boron Lewis acids are used for asymmetric catalysis
inferred← citeshttps://doi.org/10.1016/s0960-894x(01)80951-3openalex-snapshot
Novel asymmetric synthesis of β-lactams with 3-(1′-hydroxyethyl) substituents: boron reagent mediated aldol reaction of chiral imines and silyl ketene acetals derived from 3-hydroxybutyrate
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Practical synthesis of Taxol side chain
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Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides
inferred← citeshttps://doi.org/10.1021/cr040079gopenalex-snapshot
BINOL: A Versatile Chiral Reagent
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Update 1 of: BINOL: A Versatile Chiral Reagent
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More Sustainable Approaches for the Synthesis of N-Based Heterocycles
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Stereochemical Control in Organic Synthesis Using Silicon-Containing Compounds
inferred← citeshttps://doi.org/10.1021/ja020121uopenalex-snapshot
Highly Effective Chiral Ortho-Substituted BINAPO Ligands (o-BINAPO): Applications in Ru-Catalyzed Asymmetric Hydrogenations of β-Aryl-Substituted β-(Acylamino)acrylates and β-Keto Esters
inferred← citeshttps://doi.org/10.1021/jacs.7b02317openalex-snapshot
Pyro-Borates, Spiro-Borates, and Boroxinates of BINOL—Assembly, Structures, and Reactivity
inferred← citeshttps://doi.org/10.1021/jo052298nopenalex-snapshot
Highly Diastereoselective Enolate Addition of O-Protected α-Hydroxyacetate to (SR)-tert-Butanesulfinylimines: Synthesis of Taxol Side Chain
inferred← citeshttps://doi.org/10.1021/jo1011762openalex-snapshot
A Highly Diastereoselective Synthesis of α-Hydroxy-β-amino Acid Derivatives via a Lewis Acid Catalyzed Three-Component Condensation Reaction
inferred← citeshttps://doi.org/10.1021/jo2013725openalex-snapshot
Microwave-Assisted Decarboxylative Three-Component Coupling of a 2-Oxoacetic Acid, an Amine, and an Alkyne
inferred← citeshttps://doi.org/10.1021/jo801668bopenalex-snapshot
Dicobalt Hexacarbonyl Complexes of Alkynyl Imines in a Sequential Staudinger/Pauson−Khand Process. A Route to New Fused Tricyclic β-Lactams
inferred← citeshttps://doi.org/10.1021/jo960107yopenalex-snapshot
Stereoselective Reduction of Enantiopure β-Enamino Esters by Hydride: A Convenient Synthesis of Both Enantiopure β-Amino Esters
inferred← citeshttps://doi.org/10.1021/jo961168zopenalex-snapshot
Efficient Syntheses of (1R,2R)- and (1S,2S)-2-Amino-1-alkyl(or aryl)-1,3-propanediols by Regioselective Ring Opening of Aziridine-2-methanols
inferred← citeshttps://doi.org/10.1021/jo990565hopenalex-snapshot
Highly Efficient Asymmetric Synthesis of β-Amino Acid Derivatives via Rhodium-Catalyzed Hydrogenation of β-(Acylamino)acrylates
inferred← citeshttps://doi.org/10.1021/jp106281zopenalex-snapshot
Unusual Behavior of a Novel Heterogeneous Chiral Dimer Cr(III)−Salen Complex in the Epoxidation/Epoxide Ring-Opening Reaction of trans -Methylcinnamate Ester
inferred← citeshttps://doi.org/10.1021/ol0158967openalex-snapshot
Highly Enantioselective Hydrogenation of (E)-β-(Acylamino)acrylates Catalyzed by Rh(I)-Complexes of Electron-Rich P-Chirogenic Diphosphines
inferred← citeshttps://doi.org/10.1021/ol026935xopenalex-snapshot
Highly Efficient Synthesis of Chiral β-Amino Acid Derivatives via Asymmetric Hydrogenation
inferred← citeshttps://doi.org/10.1021/ol035138bopenalex-snapshot
Enantioselective Synthesis of Propargylamines through Zr-Catalyzed Addition of Mixed Alkynylzinc Reagents to Arylimines
inferred← citeshttps://doi.org/10.1021/ol049936topenalex-snapshot
Microwave-Promoted Three-Component Coupling of Aldehyde, Alkyne, and Amine via C−H Activation Catalyzed by Copper in Water
inferred← citeshttps://doi.org/10.1021/ol1008312openalex-snapshot
Unprecedented Cu(I)-Catalyzed Microwave-Assisted Three-Component Coupling of a Ketone, an Alkyne, and a Primary Amine
inferred← citeshttps://doi.org/10.1039/a700216eopenalex-snapshot
Use of lithium (α-methylbenzyl)allylamide for a formal asymmetric synthesis of thienamycin
inferred← citeshttps://doi.org/10.1039/a901424aopenalex-snapshot
Catalytic asymmetric reaction of lithium ester enolates with imines
inferred← citeshttps://doi.org/10.1039/b002671iopenalex-snapshot
One-pot aza-Diels–Alder reactions in ionic liquids
inferred← citeshttps://doi.org/10.1039/c1ob06105dopenalex-snapshot
Pd-Catalyzed cyclization reaction: a convenient domino process for synthesis of α-carbonyl furan derivatives
inferred← citeshttps://doi.org/10.1039/c2gc35713eopenalex-snapshot
Copper(ii) catalysis provides cyclohexanone-derived propargylamines free of solvent or excess starting materials: sole by-product is water
inferred← citeshttps://doi.org/10.1039/c2ra01056aopenalex-snapshot
Recent developments in solvent-free multicomponent reactions: a perfect synergy for eco-compatible organic synthesis
inferred← citeshttps://doi.org/10.1039/c39930001153openalex-snapshot
Asymmetric syntheses of β-phenylalanine, α-methyl-β-phenylalanines and derivatives
inferred← citeshttps://doi.org/10.1039/c39940000107openalex-snapshot
Design of a simple and flexible dimeric peptide model for DNA recognition and scission
inferred← citeshttps://doi.org/10.1039/c3ra43248copenalex-snapshot
Chiral boron Lewis acid-catalyzed asymmetric synthesis of 4,5-dihydropyrrolo[1,2-a]quinoxalines
inferred← citeshttps://doi.org/10.1039/c4dt02863eopenalex-snapshot
Solid-state transformation of single precursor vanadium complex nanostructures to V 2 O 5 and VO 2 : catalytic activity of V 2 O 5 for oxidative coupling of 2-naphthol
inferred← citeshttps://doi.org/10.1039/c4gc02318hopenalex-snapshot
Synthesis of tetrasubstituted propargylamines from cyclohexanone by solvent-free copper( ii ) catalysis
inferred← citeshttps://doi.org/10.1039/c5nj03272eopenalex-snapshot
Polystyrene supported N-phenylpiperazine–Cu( ii ) complex: an efficient and reusable catalyst for KA 2 -coupling reactions under solvent-free conditions
inferred← citeshttps://doi.org/10.1039/c6ob01244bopenalex-snapshot
Direct carbon–carbon bond formation via reductive soft enolization: a syn-selective Mannich addition of α-iodo thioesters
inferred← citeshttps://doi.org/10.1039/c8qo00602dopenalex-snapshot
One-pot diastereo- and enantioselective hydrosilylation–transacylation of α-acyloxy β-enamino esters
inferred← citeshttps://doi.org/10.1039/co9940100047openalex-snapshot
Recent progress in the synthesis of taxanes
inferred← citeshttps://doi.org/10.1039/co9940100339openalex-snapshot
Main group organometallics in synthesis
inferred← citeshttps://doi.org/10.1039/co9940100417openalex-snapshot
The synthesis of natural β-lactam antibiotics
inferred← citeshttps://doi.org/10.1039/p19940001129openalex-snapshot
Asymmetric synthesis of anti-α-alkyl-β-amino acids
inferred← citeshttps://doi.org/10.1039/p19940002373openalex-snapshot
Asymmetric synthesis of β-amino-α-hydroxy acids via diastereoselective hydroxylation of homochiral β-amino enolates
inferred← citeshttps://doi.org/10.1039/p19950002557openalex-snapshot
Bis(hydroxyphenyloxazolinato)-titanium(IV) and -zirconium(IV) triflates as novel transition metal-based Lewis acids
inferred← citeshttps://doi.org/10.1081/scc-100105666openalex-snapshot
AN IMPROVED SYNTHESIS OF ENANTIOPURE β-AMINO ACIDS
inferred← citeshttps://doi.org/10.1107/s1600536809037866openalex-snapshot
N-Phenyl-N-(3-phenylprop-2-ynyl)aniline
inferred← citeshttps://doi.org/10.1107/s1600536809042329openalex-snapshot
1-(3-Phenylprop-2-ynyl)pyrrolidinium chloride
inferred← citeshttps://doi.org/10.1134/s1070428008080034openalex-snapshot
N,N,N′,N′-tetramethylmethanediamine—A new reagent for aminomethylation of acetylenes
inferred← citeshttps://doi.org/10.1134/s1070428010010021openalex-snapshot
Synthesis of 2,3-acetylenic amines by aminomethylation of acetylenes with geminal diamines
inferred← citeshttps://doi.org/10.1246/bcsj.20100172openalex-snapshot
Diastereoselective Michael Addition of Magnesium Amide to O-(2-Alkenoyl)TEMPOs and Comparison of Reactivity with Acyl Substituent-Modified Carboxylic Analogues
inferred← citeshttps://doi.org/10.1517/13543776.4.2.109openalex-snapshot
Overview Oncologic, Metabolic & Endocrine: Taxol: a novel antitumour agent
inferred← citeshttps://doi.org/10.3390/40400104openalex-snapshot
X-ray Crystallography at 170 K of Racemic 2,2'-Dimethoxy-9,9'-biacridine and 1H NMR Study of 2,2'-Diacetoxy-9,9'-biacridine
inferred← citeshttps://doi.org/10.3987/com-19-s(f)4openalex-snapshot
Stereoselective Synthesis of β-Amino Acids by Aldol-Type Addition
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