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Asymmetric synthesis of sulfinimines: applications to the synthesis of nonracemic .beta.-amino acids and .alpha.-hydroxyl .beta.-amino acids

https://doi.org/10.1021/jo00050a007
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Synthesis of N-Sulfenylimines Via an Electrochemical Radical Coupling of Amines and Thiols Mediated by Bromide Ions
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Synthesis of N-Sulfenylimines Via an Electrochemical Radical Coupling of Amines and Thiols Mediated by Bromide Ions
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Preparation of Achiral and of Enantiopure Geminally Disubstituted β-Amino Acids for β-Peptide Synthesis
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(Camphorylsulfonyl)oxaziridine
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N-(Phenylsulfonyl)(3,3-dichlorocamphoryl)oxaziridine
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α‐Hydroxylation of Enolates and Silyl Enol Ethers
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(+)‐(2R,8aR*)‐[(8,8‐Dimethoxycamphoryl)Sulfonyl]Oxaziridine and (+)‐(2R,8aR*)‐[(8,8‐Dichlorocamphoryl)Sulfonyl]Oxaziridine
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Enantiomerically Pure β‐Amino Acids from 2‐ tert ‐Butyl‐1‐Carbomethoxy‐2,3‐Dihydro‐4(1H)‐Pyrimidinone: (R)‐3‐Amino‐3‐(p‐Methoxyphenyl)Propionic Acid
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Sulfinimines (Thiooximine S‐Oxides): Asymmetric Synthesis of Methyl (R)‐(+)‐β‐Phenylalanate from (S)‐(+)‐N‐(Benzylidene)‐p‐Toluenesulfinamide
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The Chemistry of Zinc Enolates
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(Camphorylsulfonyl)oxaziridine
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(N‐Phenylsulfonyl‐3,3‐dichlorocamphoryl)oxaziridine 1
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Formation of Nitriles, Carboxylic Acids, and Derivatives by Alkylation, Acylation, and Substitution
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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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Switchover of diastereofacial selectivity in the condensation reaction of optically active N-sulfinimine with ester enolate
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Synthesis of (2R, 3S)-methyl-2-fluoro-3-(n-benzoylamino)-3-phenylpropanoate: Modified side chain of taxol
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Biocatalytic resolution of β-fluoroalkyl-β-amino acids
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Asymmetric synthesis of α-amino acids via chiral N-alkylidenesulfinamides
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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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Stereoselective synthesis of α-hydroxy-β-amino acids using D-glyceraldehyde as the homochiral source
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Synthesis of α-hydroxy-β-amino acids from chiral cyanohydrins
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Imines and their N-Substituted Derivatives: Oximes and their O-R Substituted Analogues
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3.20 Stoichiometric Auxiliary Ligands for Metals and Main Group Elements: Ligands for Lithium
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7.28 Oxidation of Sulfur, Selenium, and Tellurium
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Oxidation of Sulfur, Selenium, and Tellurium
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Oxaziridines and Oxazirines
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Oxaziridines and Oxazirines
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Trifluoromethyl- and difluoromethyl-β-lactams as useful building blocks for the synthesis of fluorinated amino acids, dipeptides, and fluoro-taxoids
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Water extract of pomegranate ash as waste-originated biorenewable catalyst for the novel synthesis of chiral tert‑butanesulfinyl aldimines in water
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Interaction of sulfinimines with boron trifluoride. A theoretical study
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Recent advances in asymmetric reactions using sulfinimines (N-sulfinyl imines)
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The Reformatsky reaction in organic synthesis. Recent advances
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Chiral non-racemic sulfinimines: versatile reagents for asymmetric synthesis
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Iron-catalyzed sulfonylimine synthesis under neutral conditions
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Asymmetric oxaziridination catalyzed by cinchona alkaloid derivatives containing sulfide
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Synthesis of N-sulfenylimines via an electrochemical radical coupling of amines and thiols mediated by bromide ions
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Stereoselective synthesis of (R)- and (S)-α-trifluoromethyl aspartic acid via titanium enolate addition to a sulfinimine of trifluoropyruvate
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Stereoselective synthesis of optically active 1-substituted-1-pyridyl-methylamines
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A facile synthesis of N-sulfinylaldimines
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Interesting by-products in the synthesis of chiral α-aminophosphinates from enantiopure sulfinimines
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The fate of the tert-butylsulfinyl auxiliary after acid-promoted cleavage—a method for recycling t-BuSONH2
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Recent stereoselective synthetic approaches to β-amino acids
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Addition to activated imines of enolates from chiral N-acyloxazolidinones
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An expeditious asymmetric synthesis of allophenylnorstatine
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Aziridine-mediated asymmetric synthesis of quaternary β-amino acids using 2H-azirine 2-carboxylate esters
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Reversal of diastereofacial selectivity in the nucleophilic addition reaction to chiral N-sulfinimine and application to the synthesis of indrizidine 223AB
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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 sulfinimines: Chiral ammonia imine synthons
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A concise enantioselective synthesis of allylamines and N-boc-β-amino acids
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Approaches toward the total syntheses of astins A, B, and C
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Asymmetric synthesis of the antibiotic (+)-thiamphenicol using cis-N-(p-toluenesulfinyl)aziridine 2-carboxylic acids
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The use of enantiomerically pure N-sulfinimines in asymmetric Baylis–Hillman reactions
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Ytterbium(III) triflate-catalyzed asymmetric nucleophilic addition of functionalized lithium (α-carbalkoxyvinyl)cuprates to chiral p-toluenesulfinimines (thiooxime S-oxides)
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6 The chemistry of the Taxol® side chain: Synthesis, modifications and conformational studies
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Asymmetric synthesis of amines using a chiral, non-racemic, cyclic sulphinamide.
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Asymmetric synthesis of β-amino acids through application of chiral sulfoxide
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Chapter 4 Applications of chiral sulfoxides as stereocontrol elements in organic synthesis
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Syntheses and reactions of sulfinimines
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Synthesis of N-Sulfenylimines from Disulfides and Primary Methanamines
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Synthesis of β-Amino-Substituted Enones by Addition of Substituted Methyl Enones to Sulfinimines: Application to the Total Synthesis of Alkaloids (+)-Lasubine II and (+)-241D and the Formal Total Synthesis of (−)-Lasubine I
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Development of Catalytic Enantioselective Mannich Reactions Using Esters
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Stereoselective Synthesis of Enantioenriched 2-Chloro-2-aroylaziridines by Cascade Reaction between Aryl Nitriles, Silyldichloromethanes, and tert-Butanesulfinylimines
inferred← citeshttps://doi.org/10.1021/acs.orglett.6b00006openalex-snapshot
Silyllithium-Initiated Coupling of α-Ketoamides with tert-Butanesulfinylimines for Stereoselective Synthesis of Enantioenriched α-(Silyloxy)-β-amino Amides
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A Two-Directional Synthesis of (+)-β-Isosparteine
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Regiodivergent Ring-Opening Cross-Coupling of Vinyl Aziridines with Phosphorus Nucleophiles: Access to Phosphorus-Containing Amino Acid Derivatives
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Stereocontrolled Asymmetric Synthesis of α-Hydroxy-β-amino Acids. A Stereodivergent Approach
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Catalytic Enantioselective Oxaziridination
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Stereocontrolled Mannich Reaction with Enolizable Imines Using (S,S)-(+)-Pseudoephedrine as Chiral Auxiliary. Asymmetric Synthesis of α,β-Disubstituted β-Aminoesters and β-Lactams
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Asymmetric Synthesis of β-Amino Acid Derivatives Incorporating a Broad Range of Substitution Patterns by Enolate Additions totert-Butanesulfinyl Imines
inferred← citeshttps://doi.org/10.1021/jo061027popenalex-snapshot
Adventures in Sulfur−Nitrogen Chemistry
inferred← citeshttps://doi.org/10.1021/jo500396popenalex-snapshot
Stereoselectivity of the Honda–Reformatsky Reaction in Reactions with Ethyl Bromodifluoroacetate with α-Oxygenated Sulfinylimines
inferred← citeshttps://doi.org/10.1021/jo801776vopenalex-snapshot
Copper-catalyzed Addition Reactions of Aromatics and Ketones to 2-Aza-2,4-cyclopentadienone: Facile and Efficient Transformation of Carbonyl-ene-nitriles to 1H-Pyrrolin-2(5H)-ones
inferred← citeshttps://doi.org/10.1021/jo951917xopenalex-snapshot
An Efficient Synthesis of (S)-(+)-Ethyl β-Amino-3-pyridinepropanoate Using Enantiopure Sulfinimines
inferred← citeshttps://doi.org/10.1021/jo9519928openalex-snapshot
Asymmetric Strecker Synthesis Using Enantiopure Sulfinimines and Diethylaluminum Cyanide: The Alcohol Effect
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/jo970077eopenalex-snapshot
Asymmetric Synthesis and Properties of Sulfinimines (Thiooxime S -Oxides)
inferred← citeshttps://doi.org/10.1021/jo971009vopenalex-snapshot
Totally Stereocontrolled Nitrone−Ketene Acetal Based Synthesis of (2S,3S)-N-Benzoyl- and N-Boc-phenylisoserine
inferred← citeshttps://doi.org/10.1021/jo972076sopenalex-snapshot
Sulfinimine-Mediated Asymmetric Synthesis of (R)-(4-Methoxy-3,5-dihydroxyphenyl)glycine: The Central Amino Acid of Vancomycin and Related Agents
inferred← citeshttps://doi.org/10.1021/jo972303qopenalex-snapshot
Enantiomerically Pure α-Alkylidene β-Amino Esters from Asymmetric Addition of Metal Dienolates to N-Sulfinylimines
inferred← citeshttps://doi.org/10.1021/jo981976lopenalex-snapshot
Novel Asymmetric C−C Bond Formation Process Promoted by Et2AlCl and Its Application to the Stereoselective Synthesis of Unusual β-Branched Baylis−Hillman Adducts
inferred← citeshttps://doi.org/10.1021/jo9903858openalex-snapshot
Additions of Enantiopure α-Sulfinyl Carbanions to (S)-N-Sulfinimines: Asymmetric Synthesis of β-Amino Sulfoxides and β-Αmino Alcohols
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/jo990907jopenalex-snapshot
Aza-Darzens Asymmetric Synthesis of N-(p-Toluenesulfinyl)aziridine 2-Carboxylate Esters from Sulfinimines (N-Sulfinyl Imines)
inferred← citeshttps://doi.org/10.1021/ol0155384openalex-snapshot
Asymmetric Synthesis of β-Substituted α-Methyl-β-amino Esters by Mannich Reaction of (S,S)-(+)-Pseudoephedrine Acetamide Derived Enolate with Imines
inferred← citeshttps://doi.org/10.1021/ol070365popenalex-snapshot
Asymmetric Synthesis of 2H-Azirine 3-Carboxylates
inferred← citeshttps://doi.org/10.1021/ol200263gopenalex-snapshot
Stereospecific Ring Expansion of Chiral Vinyl Aziridines
inferred← citeshttps://doi.org/10.1021/ol201029bopenalex-snapshot
Three-Component Reactions of Sulfonylimidates, Silyl Glyoxylates and N-tert-Butanesulfinyl Aldimines: An Efficient, Diastereoselective, and Enantioselective Synthesis of Cyclic N-Sulfonylamidines
inferred← citeshttps://doi.org/10.1021/ol400439gopenalex-snapshot
Intermolecular Alkyl Radical Additions to Enantiopure N-tert-Butanesulfinyl Aldimines
inferred← citeshttps://doi.org/10.1021/ol402198nopenalex-snapshot
Total Synthesis of the Tetracyclic Lupin Alkaloid (+)-Allomatrine
inferred← citeshttps://doi.org/10.1021/op034103oopenalex-snapshot
A Practical Synthesis of the Platelet Fibrinogen Antagonist, Elarofiban
inferred← citeshttps://doi.org/10.1039/a827013zopenalex-snapshot
Asymmetric synthesis of amino acids using sulfinimines (thiooxime S-oxides)
inferred← citeshttps://doi.org/10.1039/a907865gopenalex-snapshot
Theoretical investigation on the conformational preferences of sulfinimines
inferred← citeshttps://doi.org/10.1039/b107443copenalex-snapshot
Conjugate addition of 6-membered hydrazine to chiral tert-butyl (E)-2-(p-tolylsulfinyl)cinnamates. Synthesis of (S)-celacinnine
inferred← citeshttps://doi.org/10.1039/c3ob42425aopenalex-snapshot
Asymmetric Mannich reaction between (S)-N-(tert-butanesulfinyl)-3,3,3-trifluoroacetaldimine and malonic acid derivatives. Stereodivergent synthesis of (R)- and (S)-3-amino-4,4,4-trifluorobutanoic acids
inferred← citeshttps://doi.org/10.1039/c5cc08118aopenalex-snapshot
Carbamoyl anion-initiated cascade reaction for stereoselective synthesis of substituted α-hydroxy-β-amino amides
inferred← citeshttps://doi.org/10.1039/c5ob01140jopenalex-snapshot
Stereoselective synthesis of activated 2-arylazetidines via imino-aldol reaction
inferred← citeshttps://doi.org/10.1039/c6ra26490eopenalex-snapshot
Direct synthesis of N-sulfinyl- and N-sulfonylimines via copper/ l -proline-catalyzed aerobic oxidative cascade reaction of alcohols with sulfinamides or sulfonamides
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/co9970400326openalex-snapshot
Amines and amides
inferred← citeshttps://doi.org/10.1039/p19930001375openalex-snapshot
Asymmetric synthesis of homochiral syn- and anti-3-phenylisoserine derivatives: a practical strategy for the synthesis of the taxol C-13 side chain
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/p19940002385openalex-snapshot
Asymmetric synthesis of the taxol and taxotère C-13 side chains
inferred← citeshttps://doi.org/10.1039/p19960000691openalex-snapshot
Asymmetric synthesis of amines using a chiral, non-racemic, benzylidene sulfinamide derived from a recoverable precursor
inferred← citeshttps://doi.org/10.1055/s-0041-1737563openalex-snapshot
1,2-Additions on Chiral N-Sulfinylketimines: An Easy Access to Chiral α-Tertiary Amines
inferred← citeshttps://doi.org/10.1055/sos-sd-127-00155openalex-snapshot
27.25 Product Class 25: N-Sulfanyl-, N-Selanyl-, and N-Tellanylimines, and Their Oxidation Derivatives
inferred← citeshttps://doi.org/10.1080/00304940009355920openalex-snapshot
AMINESviaNUCLEOPHJLIC 1,2-ADDITION TO KETIMINES. CONSTRUCTION OF NITROGEN-SUBSTITUTED QUATERNARY CARBON ATOMS. A REVIEW
inferred← citeshttps://doi.org/10.1080/00397919908086426openalex-snapshot
Synthesis of Enantiomerically Pure Sulfenimines and Sulfinimines Derived from (+)-Camphor
inferred← citeshttps://doi.org/10.1080/01961779908047941openalex-snapshot
N-Alkylidenesulfinamides
inferred← citeshttps://doi.org/10.1080/01961779908047955openalex-snapshot
Asymmetric Synthesis of Biologically Interesting Compounds Utilizing Chiral Sulfoxides
inferred← citeshttps://doi.org/10.1080/10426507.2016.1138306openalex-snapshot
A practical and green approach towards synthesis of new N -sulfonylimines under ultrasound irradiation
inferred← citeshttps://doi.org/10.1080/10426509708043957openalex-snapshot
Asymmetric Synthesis Using Sulfinimines (Thiooxime S-Oxides)
inferred← citeshttps://doi.org/10.1080/10426509708044036openalex-snapshot
Chiral Vinyl Sulfoxides as Useful Reagents for the Synthesis of β-Amino Acid Derivatives
inferred← citeshttps://doi.org/10.1134/s2079978012010037openalex-snapshot
Stable synthetic equivalents of N-unsubstituted imines: Part 1. Synthesis
inferred← citeshttps://doi.org/10.1246/bcsj.20170194openalex-snapshot
Stereoselective Synthesis of β-Amino Acid Derivatives by Asymmetric Mannich Reaction in Flow
inferred← citeshttps://doi.org/10.1246/bcsj.71.1221openalex-snapshot
Metal-Templated Macrolactamization of Triamino and Tetramino Esters. Facile Synthesis of Macrocyclic Spermidine and Spermine Alkaloids, (S)-(+)-Dihydroperiphylline, (±)-Buchnerine, (±)-Verbacine, (±)-Verbaskine, and (±)-Verbascenine
inferred← citeshttps://doi.org/10.1246/cl.1997.375openalex-snapshot
Synthesis of β-Amino Esters by the Conjugate Addition of Nitrogen Nucleophiles to α,β-Unsaturated Esters Having Chiral p-Tolylsulfinyl Groups
inferred← citeshttps://doi.org/10.1246/cl.2000.1104openalex-snapshot
Synthesis of Polyamine Alkaloids by the Condensation of a Chiral β-Lactam with a Cyclic Imino Ether. (S)-Dihydroperiphylline and Its Derivatives
inferred← citeshttps://doi.org/10.1246/cl.2005.468openalex-snapshot
Lewis Base-catalyzed Diastereoselective Mannich-type Reaction between Ketene Silyl Acetals and Chiral Sulfinimines
inferred← citeshttps://doi.org/10.15227/orgsyn.073.0201openalex-snapshot
ENANTIOMERICALLY PURE b-AMINO ACIDS FROM 2-tert-BUTYL-1-CARBOMETHOXY-2,3-DIHYDRO-4(1H)-PYRIMIDINONE: (R)-3-AMINO-3-(p-METHOXYPHENYL)PROPIONIC ACID
inferred← citeshttps://doi.org/10.3184/174751912x13360669852266openalex-snapshot
Synthesis of N-Sulfonylimines Using CeCl 3 Under Neutral Conditions
inferred← citeshttps://doi.org/10.3762/bjoc.17.86openalex-snapshot
N-tert-Butanesulfinyl imines in the asymmetric synthesis of nitrogen-containing heterocycles
inferred← citeshttps://doi.org/10.3987/com-12-12442openalex-snapshot
One Step Synthesis of Optically Active Diazabicyclo[3.3.0]octanones or Diazabicyclo[4.3.0]nonanones by Asymmetric Conjugate Addition of Cyclic Hydrazine
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