Total synthesis of lyconesidine B : approach to a three-dimensional tetracyclic skeleton of amine-type fawcettimine core and studies of asymmetric synthesis
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- Material Type
- 記事
- Author/Editor
- Tomohiro KuroseMoeko ItogaTakeshi Nanjo
- Publication, Distribution, etc.
- Publication Date
- 2022-04-08
- Publication Date (W3CDTF)
- 2022-04-08
- Periodical title
- Bulletin of the Chemical Society of Japan
- No. or year of volume/issue
- 95(6)
- Volume
- 95(6)
- ISSN (Periodical Title)
- 1348-0634
- ISSN-L (Periodical Title)
- 0009-2673
- Text Language Code
- eng
- DOI
- 10.1246/bcsj.20220049
- Persistent ID (NDL)
- info:ndljp/pid/12686440
- Collection
- Collection (Materials For Handicapped People:1)
- Collection (particular)
- 国立国会図書館デジタルコレクション > 電子書籍・電子雑誌 > 学術機関 > 学協会
- Acquisition Basis
- オンライン資料収集制度
- Date Accepted (W3CDTF)
- 2023-03-07T17:43:09+09:00
- Date Captured (W3CDTF)
- 2023-01-20
- Format (IMT)
- application/pdf
- Access Restrictions
- 国立国会図書館内限定公開
- Service for the Digitized Contents Transmission Service
- 図書館・個人送信対象外
- Availability of remote photoduplication service
- 可
- Periodical Title (URI)
- Periodical Title (Persistent ID (NDL))
- info:ndljp/pid/12686438
- Data Provider (Database)
- 国立国会図書館 : 国立国会図書館デジタルコレクション
- Summary, etc.
- コレクション : 国立国会図書館デジタルコレクション > 電子書籍・電子雑誌 > 学術機関 > 学協会
- DOI
- 10.1246/bcsj.20220049
- Related Material (URI)
- References
- Synthesis of Octahydro- and Decahydroquinolines by a One-Pot Cascade Reaction of Tetrasubstituted EnecarbamateTotal Synthesis of (−)-Huperzine ATotal Synthesis of Lyconesidine B, a <i>Lycopodium</i> Alkaloid with an Oxygenated, Amine-Type Fawcettimine CoreToward a Synthesis of Fawcettimine-Type <i>Lycopodium</i> Alkaloids: Stereocontrolled Synthesis of a Functionalized Azaspirocycle PrecursorGeneral Approach to Nitrogen-Bridged Bicyclic Frameworks by Rh-Catalyzed Formal Carbenoid Insertion into an Amide C–N BondConversion of <i>N</i>-Acyllactams into <i>α</i>-Alkylated Cyclic Enamides <i>via</i> Vinyl TriflatesHighly Chemoselective Aerobic Oxidation of Amino Alcohols into Amino Carbonyl CompoundsRedox Divergent Synthesis of Fawcettimine‐Type <i>Lycopodium</i> AlkaloidsChemoselective Intramolecular Formal Insertion Reaction of Rh–Nitrenes into an Amide Bond Over C−H InsertionTen new fawcettimine-related alkaloids from three species of LycopodiumSynthesis of Forms of a Chiral Ruthenium Complex Containing a Ru–C<sub>olefin</sub>(sp<sup>2</sup>) Bond and Their Application to Catalytic Asymmetric Cyclopropanation ReactionsThe lycopodium alkaloidsApplication of the Helquist Annulation in <i>Lycopodium</i> Alkaloid Synthesis: Unified Total Syntheses of (−)-8-Deoxyserratinine, (+)-Fawcettimine, and (+)-LycoflexineEnantioselective Total Synthesis of (−)‐Acylfulvene and (−)‐IrofulvenNew bis(oxazoline) ligands with secondary binding sites for the asymmetric cyclopropanation of furansDiastereoselective Synthesis of 1-Aryl-2-Amino-Cyclopropane CarboxylatesEnantioselective Three-Step Synthesis of Homo-β-proline: A Donor–Acceptor Cyclopropane as Key IntermediateGold(I)-Catalyzed Enantioselective Cyclopropanation of α-Aryl Diazoacetates with EnamidesDearomatization of Electron-Deficient Nitrogen Heterocycles via Cobalt-Catalyzed Asymmetric CyclopropanationA Versatile Enantioselective Catalytic Cyclopropanation‐Rearrangement Approach to the Divergent Construction of Chiral Spiroaminals and Fused Bicyclic AcetalsAsymmetric Total Synthesis of Fawcettimine-Type <i>Lycopodium</i> Alkaloid, Lycopoclavamine-ATotal Syntheses of (+)-Fawcettimine and (+)-Lycoposerramine-BSyntheses of Fawcettimine-Type Lycopodium Alkaloids Utilizing the Pauson-Khand ReactionTotal Syntheses of <i>Lycopodium</i> Alkaloids (+)‐Fawcettimine, (+)‐Fawcettidine, and (−)‐8‐DeoxyserratinineTotal synthesis of (.+-.)-fawcettimine (Burnell's base A)Enantioselective divergent total syntheses of fawcettimine-type Lycopodium alkaloidsReactions of Hydrogen Peroxide. VII. Alkali-Catalyzed Epoxidation and Oxidation Using a Nitrile as Co-reactantTotal Syntheses of (−)‐Huperzine Q and (+)‐Lycopladines B and CEnantiospecific Formal Total Synthesis of (+)-FawcettimineHighly Efficient Synthesis of the Tricyclic Core of Taxol by Cascade MetathesisA tripodal peptide ligand for asymmetric Rh(<scp>ii</scp>) catalysis highlights unique features of on-bead catalyst developmentExpanding the Scope of C−H Amination through Catalyst DesignDivergent Total Syntheses of (−)‐Huperzine Q, (+)‐Lycopladine B, (+)‐Lycopladine C, and (−)‐4‐<i>epi</i>‐Lycopladine DDonor−Acceptor-Substituted Cyclopropane Derivatives and Their Application in Organic SynthesisCollective Synthesis of <i>Lycopodium</i> Alkaloids and Tautomer Locking Strategy for the Total Synthesis of (−)-Lycojapodine AStereoselective Total Syntheses of (−)‐Flueggine A and (+)‐Virosaine BTetrapropylammonium Perruthenate, Pr<sub>4</sub>N<sup>+</sup>RuO<sub>4</sub> <sup>-</sup>, TPAP: A Catalytic Oxidant for Organic SynthesisAlkaloids of Lycopodium alopecuroides L.—VCascade Metathesis Reactions for the Synthesis of Taxane and Isotaxane DerivativesEnantioselective Preparation of <i>cis</i>-β-Azidocyclopropane Esters by Cyclopropanation of Azido Alkenes Using a Chiral Dirhodium CatalystSynthesis of chiral pyrimidine-substituted diester D–A cyclopropanes <i>via</i> asymmetric cyclopropanation of phenyliodonium ylidesFive new fawcettimine-related alkaloids from Lycopodium japonicum ThunbAsymmetric Total Synthesis of a Pentacyclic <i>Lycopodium</i> Alkaloid: Huperzine‐QTotal Syntheses of (±)‐Fawcettimine, (±)‐Fawcettidine, (±)‐Lycoflexine, and (±)‐Lycoposerramine‐QTotal Synthesis of (−)-HistrionicotoxinSyntheses of (±)-Serratine, (±)-Lycoposerramine T, and (±)-Lycopoclavamine BThe Lycopodium AlkaloidsFirst Diastereoselective Chiral Synthesis of (−)-SecurinineChemInform Abstract: Highly Stereoselective Cyclopropanation of Diazo Weinreb Amides Catalyzed by Chiral Ru(II)—Amm—Pheox Complexes.(BDP)CuH: A “Hot” Stryker's Reagent for Use in Achiral Conjugate ReductionsThe First Successful Base-Promoted Isomerization of Propargyl Amides to Chiral Ynamides. Applications in Ring-Closing Metathesis of Ene−Ynamides and Tandem RCM of Diene−YnamidesFormal Synthesis of (±)-Guanacastepene A: A Tandem Ring-Closing Metathesis ApproachTotal Synthesis of (+)‐β‐ErythroidineA Cascade Strategy Enables a Total Synthesis of (±)‐MorphineRh(II)-Catalyzed Monocyclopropanation of Pyrroles and Its Application to the Synthesis Pharmaceutically Relevant CompoundsApplication of a Domino Intramolecular Enyne Metathesis/Cross Metathesis Reaction to the Total Synthesis of (+)-8-<i>e</i><i>pi</i>-XanthatinSeven new Lycopodium alkaloids, lycoposerramines-C, -D, -E, -P, -Q, -S, and -U, from Lycopodium serratum Thunb.Copper-catalyzed boration of activated alkynes. Chiral boranes via a one-pot copper-catalyzed boration and reduction protocolTridentate Nickel(II)-Catalyzed Chemodivergent C–H Functionalization and Cyclopropanation: Regioselective and Diastereoselective Access to Substituted Aromatic HeterocyclesCatalytic Asymmetric Intermolecular Cyclopropanation of a Ketone Carbene Precursor by a Ruthenium(II)‐Pheox ComplexConstruction of the basic skeleton of ophiobolin A and variecolinDiels-Alder Reactions of 4,4-Disubstituted 2-Cyano-2,5-cyclohexadienones. A Facile Approach to the Angularly Substituted<i>cis</i>-Decalin SystemSynthesis of 2‐Azabicyclo[4.1.0]heptanes through Stereoselective Cyclopropanation ReactionsNEW ALDOL TYPE REACTIONA Conia‐Ene‐Type Cyclization under Basic Conditions Enables an Efficient Synthesis of (−)‐Lycoposerramine RTotal Synthesis of (+)‐FawcettimineHighly stereoselective cyclopropanation of various olefins with diazosulfones catalyzed by Ru(<scp>ii</scp>)<scp>–</scp>Pheox complexesEnantioselective Total Synthesis of (−)-Acylfulvene and (−)-IrofulvenCatalytic Ring Closing Metathesis of Dienynes: Construction of Fused Bicyclic Rings<i>D</i><sub>2</sub>-Symmetric Dirhodium Catalyst Derived from a 1,2,2-Triarylcyclopropanecarboxylate Ligand: Design, Synthesis and ApplicationSynthesizing the Tetracyclic Core of NanolobatolideCatalytic Enantio- and Diastereoselective Cyclopropanation of 2-Azadienes for the Synthesis of Aminocyclopropanes Bearing Quaternary Carbon Stereogenic CentersApplication of Tandem Ring-Closing Enyne Metathesis: Formal Total Synthesis of (−)-Cochleamycin ASimple and selective one-pot replacement of the N-methyl group of tertiary amines by quaternization and demethylation with sodium sulfide or potassium thioacetate: an application to the synthesis of pergolideConstruction of All‐Carbon Quaternary Stereocenters <i>via</i> Asymmetric Cyclopropanations: Synthesis of Chiral Carbocyclic Pyrimidine NucleosidesApplication of a Tandem Metathesis to the Synthesis of (+)‐PanepophenanthrinA Domino Enyne/IMDA Approach to the Core Structure of (−) VinigrolHighly stereoselective Ru(ii)–Pheox catalyzed asymmetric cyclopropanation of terminal olefins with succinimidyl diazoacetateWater‐Soluble Chiral Ruthenium(II) Phenyloxazoline Complex: Reusable and Highly Enantioselective Catalyst for Intramolecular Cyclopropanation ReactionsAsymmetric Inter‐ and Intramolecular Cyclopropanation Reactions Catalyzed by a Reusable Macroporous‐Polymer‐Supported Chiral Ruthenium(II)/Phenyloxazoline ComplexAsymmetric Total Syntheses of <i>Kopsia</i> Indole AlkaloidsIntermolecularradicaladdition reactions of α-iodo cycloalkenones and a synthetic study of the formal synthesis of enantiopurefawcettimineTotal Synthesis of Fawcettimine-Type Alkaloid, Lycojaponicumin ANovel diazo alkanes and the first carbene containing the dimethyl phosphite groupLyconesidines A–C, new alkaloids from Lycopodium chinenseConcise gram-scale synthesis of Euphorikanin A skeleton through a domino ring-closing metathesis strategyGeneral Cyclopropane Assembly by Enantioselective Transfer of a Redox‐Active Carbene to Aliphatic OlefinsEfforts toward rapid construction of the cortistatin A carbocyclic core via enyne-ene metathesisEnantioselective Intermolecular Cyclopropanations for the Synthesis of Chiral Pyrimidine Carbocyclic NucleosidesProtecting Group-Free Total Synthesis of (−)-Lannotinidine BFirst Asymmetric Total Synthesis of (−)-Antofine by Using an Enantioselective Catalytic Phase Transfer AlkylationLycopodin, das erste Alkaloïd der GefässkryptogamenSelective Carbon–Carbon Bond Cleavage of Cyclopropylamine DerivativesEnantioselective Reactions of Donor/Acceptor Carbenoids Derived from α-Aryl-α-DiazoketonesDirhodium Tetracarboxylate Derived from Adamantylglycine as a Chiral Catalyst for Carbenoid ReactionsA concise asymmetric total synthesis of (+)-fawcettimineTotal Synthesis of <i>Lycopodium</i> Alkaloids Palhinine A and Palhinine DTotal synthesis of (.+-.)-fawcettimineHighly Enantioselective Synthesis of Cyclopropylamine Derivatives via Ru(II)-Pheox-Catalyzed Direct Asymmetric Cyclopropanation of VinylcarbamatesFawcettimine-Related Alkaloids from <i>Lycopodium </i><i>serratum</i>First Asymmetric Total Syntheses of Fawcettimine-Type <i>Lycopodium</i> Alkaloids, Lycoposerramine-C and Phlegmariurine-ALYCOPODIUM ALKALOIDS: PART VIII. NEW ALKALOIDS FROM JAMAICAN LYCOPODIUM SPECIESThe Lycopodium alkaloidsMethanolysis of Dimethyl (1-Diazo-2-oxopropyl) Phosphonate: Generation of Dimethyl (Diazomethyl) Phosphonate and Reaction with Carbonyl CompoundsSynthesis of Polyoxygenated Bicyclic Systems Containing Medium-Sized Rings from Carbohydrates via Tandem Metathesis of DienynesCatalytic asymmetric synthesis of all-carbon quaternary stereocentersHighly Enantioselective Copper- and Iron-Catalyzed Intramolecular Cyclopropanation of IndolesLycopladines B–D and lyconadin B, new alkaloids from Lycopodium complanatumControl of chemoselectivity in catalytic carbenoid reactions. Dirhodium(II) ligand effects on relative reactivitiesRing-opening, cycloaddition and rearrangement reactions of nitrogen-substituted cyclopropane derivativesDivergent Total Syntheses of (−)-Lycopladine D, (+)-Fawcettidine, and (+)-Lycoposerramine QTotal synthesis of (±)-erythrocarine using dienyne metathesisCatalytic enantioselective synthesis of quaternary carbon stereocentresStereocontrolled Total Syntheses of (±)-Fawcettimine, (±)-Lycoflexine, and (±)-Lycoflexine <i>N</i>-OxideFunctionalization of Piperidine Derivatives for the Site‐Selective and Stereoselective Synthesis of Positional Analogues of MethylphenidateDivergent and Efficient Syntheses of the <i>Lycopodium</i> Alkaloids (−)‐Lycojaponicumin C, (−)‐8‐Deoxyserratinine, (+)‐Fawcettimine, and (+)‐FawcettidineSynthesis of the Lycopodium Alkaloid (+)-LycoflexineScandium Trifluoromethanesulfonate (Sc(OTf)<sub>3</sub>) as a Novel Reusable Lewis Acid Catalyst in Aldol and Michael ReactionsUnified Total Syntheses of Fawcettimine Class Alkaloids: Fawcettimine, Fawcettidine, Lycoflexine, and Lycoposerramine BCyclization and annulation reactions of nitrogen-substituted cyclopropanes and cyclobutanesStereoselective Synthesis of (+)-AspidofractinineEnantioselective Total Synthesis of 3β‐Hydroxy‐7β‐kemp‐8(9)‐en‐6‐one, a Diterpene Isolated from Higher TermitesMetal-catalyzed reaction of N-(2-indolyl)methyl, N-bis(trimethylsilyl)methyl diazoamides: an entry into the β-carboline ring systemTotal Synthesis of (+)‐FawcettidineElaboration of aldehydes and ketones to alkynes: improved methodologyInvestigations of an annulation-fragmentation-spirocyclisation approach to fawcettimine-type Lycopodium alkaloidsDiversity-oriented synthesis of Lycopodium alkaloids inspired by the hidden functional group pairing patternIntramolecular Carbenoid Insertions: the Reactions of α-Diazoketones Derived from Pyrrolyl and Indolyl Carboxylic Acids with Rhodium(II) AcetateHeathcock‐Inspired Strategies for the Synthesis of Fawcettimine‐Type <i>Lycopodium</i> AlkaloidsLannotinidines A–G, new alkaloids from two species of LycopodiumAsymmetric synthesis of batrachotoxin: Enantiomeric toxins show functional divergence against Na <sub>V</sub>Biomimetic Syntheses of (±)‐Isopalhinine A, (±)‐Palhinine A, and (±)‐Palhinine D2-Azido-1,3-dimethylimidazolinium Salts: Efficient Diazo-Transfer Reagents for 1,3-Dicarbonyl CompoundsHighly enantioselective synthesis of trifluoromethyl cyclopropanes by using Ru(<scp>ii</scp>)–Pheox catalystsSynthesis of Chiral Cyclopropyl Carbocyclic Purine Nucleosides <i>via</i> Asymmetric Intramolecular Cyclopropanations Catalyzed by a Chiral Ruthenium(II) ComplexÜber Umlagerung von Phenol‐allyläthern in <i>C</i>‐Allyl‐phenoleNovel Synthesis of Heterocycles Having a Functionalized Carbon Center via Nickel-Mediated Carboxylation: Total Synthesis of ErythrocarineLewis Acid Assisted Ring-Closing Metathesis of Chiral Diallylamines: An Efficient Approach to Enantiopure Pyrrolidine DerivativesCatalytic enantioselective construction of vicinal quaternary carbon stereocentersStereoselective syntheses of lycopodium alkaloids, (±)-fawcettimine and (±)-8-deoxyserratinineStereoselective Enzymatic Synthesis of Heteroatom-Substituted CyclopropanesA New Golden Age for Donor–Acceptor CyclopropanesRing closing enyne metathesis: A powerful tool for the synthesis of heterocyclesLycotetrastine A, a novel hexacyclic alkaloid from Huperzia tetrastichaA convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes and bromopyridinesDirhodium(II) Tetra(<i>N</i>-(dodecylbenzenesulfonyl)prolinate) Catalyzed Enantioselective Cyclopropenation of AlkynesEfficient Assembly of an Indole Alkaloid Skeleton by Cyclopropanation: Concise Total Synthesis of (±)‐MinfiensineAn Improved One-pot Procedure for the Synthesis of Alkynes from AldehydesReactions of dimethylphosphono-substituted diazoalkanes. (MeO)2P(O)CR transfer to olefins and 1,3-dipolar additions of (MeO)2P(O)C(N2)RScreening Rhodium Metallopeptide Libraries “On Bead”: Asymmetric Cyclopropanation and a Solution to the Enantiomer ProblemLYCOPODIUM ALKALOIDS: PART IV. ALKALOIDS OF JAMAICAN LYCOPODIUM CLAVATUM LINN.Experimental and theoretical study on the reactivity of the R-CN/H2O2 system in the epoxidation of unfunctionalized olefinsCatalytic Enantioselective Ring-Opening Reactions of CyclopropanesAsymmetric Catalysis on the Intramolecular Cyclopropanation of α-Diazo-β-keto SulfonesTotal Synthesis of (±)‐Alopecuridine and Its Biomimetic Transformation into (±)‐Sieboldine ACarbocycles from donor–acceptor cyclopropanesFirst total synthesis of (+)-viroallosecurinineTotal syntheses of the lycopodium alkaloids (.+-.)-fawcettimine and (.+-.)-8-deoxyserratinine.
- References (URI)
- Data Provider (Database)
- 国立情報学研究所 : CiNii Research
- Original Data Provider (Database)
- 雑誌記事索引データベースCrossref科学研究費助成事業データベース
- Bibliographic ID (NDL)
- 12686440