Mechanistic Studies of Highly Enantio- and Diastereoselective Aza-Petasis–Ferrier Rearrangement Catalyzed by Chiral Phosphoric Acid
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CiNii Research
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- 資料種別
- 記事
- 出版年月日等
- 2014-05-01
- 出版年(W3CDTF)
- 2014-05-01
- タイトル(掲載誌)
- Journal of the American Chemical Society
- 巻号年月日等(掲載誌)
- 136 19
- 掲載巻
- 136
- 掲載号
- 19
- 掲載ページ
- 7044-7057
- 掲載年月日(W3CDTF)
- 2014-05-01
- ISSN(掲載誌)
- 00027863
- 出版事項(掲載誌)
- American Chemical Society (ACS)
- 対象利用者
- 一般
- 標準番号(その他)
- PMID : 24746095
- DOI
- 10.1021/ja5017206
- 作成日(W3CDTF)
- 2014-04-18
- 関連情報
- CCDC 985636: Experimental Crystal Structure DeterminationCCDC 985635: Experimental Crystal Structure Determination
- 参照
- Dynamic parallel kinetic resolution of α-ferrocenyl cation initiated by chiral Brønsted acid catalystChiral Brønsted acid-catalyzed enantioselective Friedel–Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situNew Entries in Organocatalysts from an Alkaloid Library; Development of Aminal Catalysis for a Michael Reaction Based on CalycanthineDFT calculation-aided optimisation of a chiral phosphoric acid catalyst: case study of kinetic resolution of racemic secondary alcohols through lactonisationDynamic Kinetic Resolution Approach for the Asymmetric Synthesis of Tetrahydrobenzodiazepines Using Transfer Hydrogenation by Chiral Phosphoric AcidMechanism and Origin of Stereoselectivity in Chiral Phosphoric Acid‐Catalyzed Aldol‐Type Reactions of Azlactones with Vinyl Ethers
- 参照
- Direct enantio-convergent transformation of racemic substrates without racemization or symmetrizationBrønsted acid catalyzed regioselective aza-Ferrier reaction : A novel synthetic method of α-(N-Boc-2-pyrrolidinyl)aldehydesChiral Phosphoric Acids as Versatile Catalysts for Enantioselective Carbon–Carbon Bond Forming ReactionsKinetic Resolution of Secondary Alcohols Catalyzed by Chiral Phosphoric AcidsChiral Phosphoric Acid Catalyzed Desymmetrization of <i>meso</i>‐1,3‐Diones: Asymmetric Synthesis of Chiral CyclohexenonesThe Direct Organocatalytic Asymmetric Mannich Reaction: Unmodified Aldehydes as NucleophilesCatalytic Enantioselective Addition to IminesHighly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of β-amino acidsEnantioselective Carbon-Carbon Bond Forming Reactions Catalyzed by Chiral Phosphoric Acid CatalystsEnantioselective Mannich‐Type Reaction Catalyzed by a Chiral Brønsted AcidCatalysis of 3-Pyrrolidinecarboxylic Acid and Related Pyrrolidine Derivatives in Enantioselective <i>anti</i>-Mannich-Type Reactions: Importance of the 3-Acid Group on Pyrrolidine for StereocontrolDouble Bond Isomerization/Enantioselective Aza-Petasis−Ferrier Rearrangement Sequence as an Efficient Entry to Anti- and Enantioenriched β-Amino AldehydesWhen Organocatalysis Meets Transition‐Metal CatalysisAminocatalytic Enantioselective <i>anti‐</i>Mannich Reaction of Aldehydes with In Situ Generated <i>N</i>‐Cbz and <i>N</i>‐Boc IminesMP2 energy evaluation by direct methodsActivation of Hemiaminal Ethers by Chiral Brønsted Acids for Facile Access to Enantioselective Two‐Carbon Homologation Using EnecarbamatesProline‐Catalyzed Mannich Reaction of Aldehydes with <i>N</i>‐Boc‐IminesRecent advances in the stereoselective synthesis of β-amino acidsChiral Phosphoric Acid-Catalyzed Oxidative Kinetic Resolution of Indolines Based on Transfer Hydrogenation to IminesDFT Study of the Mechanism and Origin of Enantioselectivity in Chiral BINOL-Phosphoric Acid Catalyzed Transfer Hydrogenation of Ketimine and α-Imino Ester Using BenzothiazolineKinetic Resolution of Secondary Alcohols by the Combination of a Chiral Brønsted Acid, DABCO, and Acetyl ChlorideDensity-functional thermochemistry. III. The role of exact exchangeDevelopment of the Colle-Salvetti correlation-energy formula into a functional of the electron densityStronger Brønsted AcidsKinetic Resolution of Homoaldols via Catalytic Asymmetric TransacetalizationA General Organocatalyst for Direct α-Functionalization of Aldehydes: Stereoselective C−C, C−N, C−F, C−Br, and C−S Bond-Forming Reactions. Scope and Mechanistic InsightsBinaphthol-derived phosphoric acid as a versatile catalyst for enantioselective carbon–carbon bond forming reactionsFerrier−Petasis Rearrangement of 4-(Vinyloxy)azetidin-2-ones: An Entry to Carbapenams and CarbacephamsEnantioselective Synthesis of Multisubstituted Biaryl Skeleton by Chiral Phosphoric Acid Catalyzed Desymmetrization/Kinetic Resolution SequenceRecent advances in the catalytic asymmetric synthesis of β-amino acidsThe Direct Catalytic Asymmetric Cross‐Mannich Reaction: A Highly Enantioselective Route to 3‐Amino Alcohols and α‐Amino Acid DerivativesAn Asymmetric Organocatalytic Povarov Reaction with 2-HydroxystyrenesDFT Study on the Factors Determining the Enantioselectivity of Friedel−Crafts Reactions of Indole with <i>N</i>-Acyl and <i>N</i>-Tosylimines Catalyzed by BINOL−Phosphoric Acid DerivativesA Highly Enantioselective Route to Either Enantiomer of Both α- and β-Amino Acid DerivativesAsymmetric Organocatalytic Rearrangement ReactionsA Model for the Enantioselectivity of Imine Reactions Catalyzed by BINOL−Phosphoric Acid CatalystsCatalytic enantioselective stereoablative reactions: an unexploited approach to enantioselective catalysisMechanism of BINOL−Phosphoric Acid-Catalyzed Strecker Reaction of Benzyl IminesPhosphoric Acid Catalyzed Enantioselective Transfer Hydrogenation of Imines: A Density Functional Theory Study of Reaction Mechanism and the Origins of EnantioselectivityPalladium-Catalyzed Kinetic and Dynamic Kinetic Asymmetric Transformation of 5-Acyloxy-2-(5H)-furanone. Enantioselective Synthesis of (−)-Aflatoxin B LactoneDFT Study on Bifunctional Chiral Brønsted Acid-Catalyzed Asymmetric Hydrophosphonylation of IminesA Highly Z-Selective Isomerization (Double-Bond Migration) Procedure for Allyl Acetals and Allyl Ethers Mediated by Nickel ComplexesMechanistic Investigation of Chiral Phosphoric Acid Catalyzed Asymmetric Baeyer–Villiger Reaction of 3‐Substituted Cyclobutanones with H<sub>2</sub>O<sub>2</sub> as the Oxidant<i>anti</i>-Selective Direct Asymmetric Mannich Reactions Catalyzed by Axially Chiral Amino Sulfonamide as an OrganocatalystControlling Stereoselectivity in the Aminocatalytic Enantioselective Mannich Reaction of Aldehydes with In Situ Generated N‐Carbamoyl IminesQuantum Calculation of Molecular Energies and Energy Gradients in Solution by a Conductor Solvent ModelMetal−Organic Cooperative Catalysis in C−H and C−C Bond Activation and Its Concurrent RecoveryOrganocatalytic Synthesis of Spiro[pyrrolidin-3,3′-oxindoles] with High Enantiopurity and Structural DiversityThe Direct Catalytic Asymmetric Mannich ReactionAsymmetric Alkynylation of Imines by Cooperative Hydrogen Bonding and Metal CatalysisDirect Organocatalytic Mannich Reaction of Acetaldehyde: An Improved Catalyst and Mechanistic Insight from a Computational Studyanti-Selective SMP-catalyzed direct asymmetric Mannich-type reactions: synthesis of functionalized amino acid derivativesDirect catalytic asymmetric anti-selective Mannich-type reactionsSelf-consistent molecular orbital methods 25. Supplementary functions for Gaussian basis setsEfficient diffuse function‐augmented basis sets for anion calculations. III. The 3‐21+G basis set for first‐row elements, Li–FA 4‐Hydroxypyrrolidine‐Catalyzed Mannich Reaction of Aldehydes: Control of <i>anti‐</i>Selectivity by Hydrogen Bonding Assisted by Brønsted AcidsOrigins of enantioselectivity in the chiral Brønsted acid catalyzed hydrophosphonylation of iminesAsymmetric Catalysis by Chiral Hydrogen‐Bond DonorsCombining transition metal catalysis and organocatalysis: a broad new concept for catalysisThe Direct and Enantioselective, One‐Pot, Three‐Component, Cross‐Mannich Reaction of AldehydesThe stereoselective synthesis of α-substituted β-amino secondary alcohols based on the proline-mediated, asymmetric, three-component Mannich reaction and its application to the formal total synthesis of nikkomycins B and BxAsymmetric Synthesis of Quaternary α- and β-Amino Acids and β-Lactams via Proline-Catalyzed Mannich Reactions with Branched Aldehyde DonorsDynamic Kinetic Resolution of Azlactones Catalyzed by Chiral Brønsted AcidsA Designer Axially Chiral Amino Sulfonamide as an Efficient Organocatalyst for Direct Asymmetric Mannich Reactions of N‐Boc‐Protected IminesChiral Brønsted Acid Catalyzed Enantioselective Mannich-Type ReactionEnantioselective Intramolecular Aza‐Michael Additions of Indoles Catalyzed by Chiral Phosphoric AcidsChiral Brønsted Acid-Catalyzed Direct Mannich Reactions via Electrophilic ActivationChemistry of Organocatalytic Asymmetric Mannich ReactionsEnantioselective Allylic Thioetherification: The Effect of Phosphoric Acid Diester on Iridium‐Catalyzed Enantioconvergent TransformationsDeracemization of Quaternary Stereocenters by Pd‐Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β‐KetoestersChiral Brønsted Acids for Asymmetric OrganocatalysisDynamic Kinetic Asymmetric Transformation of Diene Monoepoxides: A Practical Asymmetric Synthesis of Vinylglycinol, Vigabatrin, and EthambutolGold and Organocatalysis CombinedA Diastereoselective Synthesis of β‐(<i>N</i>‐Acylamino)aldehydes by Rearrangement of <i>O</i>‐Vinyl‐<i>N,O</i>‐AcetalsUnifying Metal and Brønsted Acid Catalysis—Concepts, Mechanisms, and ClassificationsIntramolecular allylboration of γ-(ω-formylalkoxy)allylboronates for syntheses of trans- or cis-2-(ethenyl)tetrahydropyran-3-ol and 2-(ethenyl)oxepan-3-olA Designer Axially Chiral Amino Sulfonamide as an Efficient Organocatalyst for Direct Asymmetric <i>anti</i>‐Selective Mannich Reactions and <i>syn</i>‐Selective Cross‐Aldol ReactionsA new ONIOM implementation in Gaussian98. Part I. The calculation of energies, gradients, vibrational frequencies and electric field derivativesRecent Advances in the Use of Chiral Brønsted Acids as Cooperative Catalysts in Cascade and Multicomponent ReactionsOrganocatalysed asymmetric Mannich reactionsRecent Advances in Multicatalyst Promoted Asymmetric Tandem ReactionsProline-catalysed Mannich reactions of acetaldehydeFacile Synthesis of Versatile Enantioenriched α-Substituted Hydroxy Esters through a Brønsted Acid Catalyzed Kinetic ResolutionSmall-Molecule H-Bond Donors in Asymmetric CatalysisTheoretical Study of the Mechanism of Hantzsch Ester Hydrogenation of Imines Catalyzed by Chiral BINOL-Phosphoric AcidsPipecolic Acid-Catalyzed Direct Asymmetric Mannich ReactionsHighly Enantioselective Synthesis of Fluorinated γ-Amino Alcohols through Proline-Catalyzed Cross-Mannich Reactionanti-Selective direct asymmetric Mannich reactions catalyzed by chiral pyrrolidine-based amino sulfonamidesHighly Enantioselective Organocatalytic Addition of Aldehydes to <i>N</i>‐(Phenylmethylene)benzamides: Asymmetric Synthesis of the Paclitaxel Side Chain and Its Analogues3-Trifluoromethanesulfonamido-pyrrolidine: A General Organocatalyst for <i>anti</i>-Selective Mannich ReactionsAmino acid-catalyzed direct enantioselective synthesis of β-amino-α-oxyaldehydesOrganocatalytic Asymmetric Mannich Reactions: New Methodology, Catalyst Design, and Synthetic ApplicationsChiral Phosphoric Acids as Versatile Catalysts for Enantioselective TransformationsHighly Enantioselective Organocatalytic Biginelli and Biginelli-Like Condensations: Reversal of the Stereochemistry by Tuning the 3,3′-Disubstituents of Phosphoric AcidsRecent Progress in Chiral Brønsted Acid Catalysis
- 連携機関・データベース
- 国立情報学研究所 : CiNii Research
- 提供元機関・データベース
- Crossref科学研究費助成事業データベースCrossrefCrossrefCrossrefCrossrefCrossrefCrossref