Generation and reactions of low-valent titanium alkoxide-acetylene complexes. A practical preparation of allyl alcohols

No abstract is available for this paper.

• Publication year

  1995

• Venue

  Tetrahedron Letters

• Publication date

  1995-05-01

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1016/0040-4039(95)00513-C
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• Catalytic Diastereoselective Synthesis of Cis-1,2-Disubstituted Cyclopropanols from Esters Using a Vicinal Dicarbanion Equivalent

  1994cited by this paper
• Patterns of Stoichiometric and Catalytic Reactions of Organozirconium and Related Complexes of Synthetic Interest

  1994cited by this paper
• Stereoselective preparation of primary (E)-allylic amines by the reaction of tantalum-alkyne complexes with metallo-imines

  1994cited by this paper
• Facile cleavage of the CβCβ′ bond of zirconacyclopentenes. Convenient method for selectively coupling alkynes with alkynes, nitriles, and aldehydes

  1993cited by this paper
• Regioselectivity in the reaction of tantalum-unsymmetrical acetylene complexes with carbonyl compounds. Stereoselective preparation of 1-alkenyl sulfides, α,β-unsaturated esters, and amides

  1992cited by this paper
• Reactions between tantalum- or niobium-alkyne complexes and carbonyl compounds

  1992cited by this paper
• Synthesis of cyclobutane and cyclopentane compounds using homogeneous metal complex catalysts

  1991cited by this paper
• Enantioselective, zirconium-mediated synthesis of allylic amines

  1991cited by this paper
• Novel zirconocene-promoted carbon-carbon bond formation via a 1,2-migration reaction of alkynylzirconium derivatives

  1991cited by this paper
• Tantalum-Alkyne Complexes “Low-valent Tantalum (TaCl5-Zn)”

  1990cited by this paper
• Palladium-catalyzed cycloisomerizations of enynes and related reactions

  1990cited by this paper
• Intermolecular tautomerization of metallacyclic imines to enamines formed from tantalum alkyne complexes and nitriles

  1990cited by this paper
• Synthesis and structural characterization of a Meerwein-Ponndorf-Verley/Oppenauer redox intermediate at a tantalum(V) center

  1990cited by this paper
• Reduction of acetylenes to (Z)-olefins by means of low-valent niobium or tantalum.

  1990cited by this paper
• Metal Complexes of Small Cycloalkynes and Arynes

  1989cited by this paper
• A regioselective synthesis of 2,3-disubstituted-1-naphthols. The coupling of alkynes with 1,2-aryldialdehydes promoted by NbCl3(DME)

  1989cited by this paper
• Group 4 Metal Complexes of Benzynes, Cycloalkynes, Acyclic Alkynes, and Alkenes

  1988cited by this paper
• The synthesis, reactions and molecular structure of zirconocene-alkyne complexes

  1987cited by this paper
• Organotitanium Reagents in Organic Synthesis

  1986cited by this paper
• Selective reactions of organotitanium reagents

  1985cited by this paper
• Cobalt‐Mediated [2 + 2 + 2]‐Cycloadditions: A Maturing Synthetic Strategy [New Synthetic Methods (43)]

  1984cited by this paper
• Chelation or Non‐Chelation Control in Addition Reactions of Chiral α‐ and β‐ Alkoxy Carbonyl Compounds [New Synthetic Methods (44)]

  1984cited by this paper
• Modern Synthetic Methods

  1983cited by this paper
• Organometallic Compounds of Titanium and Zirconium as Selective Nucleophilic Reagents in Organic Synthesis

  1983cited by this paper
• Some recent advances in the use of titanium reagents for organic synthesis

  1983cited by this paper
• Alkyl-, Aryl-, Vinyl-, and Heterosubstituted Organozirconium Compounds. -Selective nucleophiles of low basicity. Preliminary communication

  1981cited by this paper
• The organic chemistry of titanium

  1965cited by this paper

• Novel Metallo-Supramolecular Polymers with 1-Thioxophosphole Main-Chain Units and Remarkable Photoinduced Changes in Their Resonance Raman Spectra

  2022cites this paper
• Niobium- and zirconium-catalyzed reactions of substituted 2 alkynylamines with Et2Zn

  2021cites this paper
• NbCl5-Mg Reagent System in Regio- and Stereoselective Synthesis of (2Z)-Alkenylamines and (3Z)-Alkenylols from Substituted 2-Alkynylamines and 3-Alkynylols

  2021cites this paper
• Synthesis of a titanium ethylene complex via C-H-activation and alternative access to Cp2Ti(η2-Me3SiC2SiMe3).

  2020cites this paper
• A photochemical approach to 18-nor-17β-hydroxymethyl-17α-methylandrost-13-ene steroids.

  2020cites this paper
• Copper-catalysed, diboron-mediated cis-dideuterated semihydrogenation of alkynes with heavy water.

  2019cites this paper
• Masked Radicals: Iron Complexes of Trityl, Benzophenone, and Phenylacetylene.

  2019cites this paper
• Scalable, Stereocontrolled Formal Syntheses of (+)-Isoschizandrin and (+)-Steganone: Development and Applications of Palladium(II)-Catalyzed Atroposelective C-H Alkynylation.

  2018cites this paper
• Five-membered zircona- and titanacycloallenes; their diverse reactivity depending upon the position of substituents

  2018cites this paper
• Formation of Alkenes by Arene, Alkyne, and Diene Addition Reactions

  2018cites this paper
• Isolation and structural characterization of a titanacyclopropane as key intermediate in the double aryl Grignard addition to 2-(arylethynyl)pyridine derivatives.

  2018cites this paper
• Brønsted Acid Enabled Nickel-Catalyzed Hydroalkenylation of Aldehydes with Styrene and its Derivatives.

  2018cites this paper
• Ring fusion isomers of dithienoborepins: perturbations of electronic structure, aromaticity, and reactivity in boron-containing polycyclic heteroaromatics

  2017cites this paper
• Preparation of stereochemically pure E- and Z-alkenoic acids and their methyl esters from bicyclo[n.1.0]alkan-1-ols. Application in the synthesis of insect pheromones

  2017cites this paper
• The Development of Alkoxide-Directed Metallacycle-Mediated Annulative Cross-Coupling Chemistry.

  2017cites this paper
• Synthesis of Highly Oxygenated Carbocycles by Stereoselective Coupling of Alkynes to 1,3- and 1,4-Dicarbonyl Systems

  2017cites this paper
• Total Synthesis of (-)-Nahuoic Acid Ci (Bii).

  2017cites this paper
• Development of silica-supported frustrated Lewis pairs: highly active transition metal-free catalysts for the Z-selective reduction of alkynes

  2016cites this paper
• Acceleration of metallacycle-mediated alkyne-alkyne cross-coupling with TMSCl.

  2016cites this paper
• Metallacycle-Mediated Cross-Coupling in Natural Product Synthesis.

  2016cites this paper
• Synthesis of Angularly Substituted trans-Fused Decalins through a Metallacycle-Mediated Annulative Cross-Coupling Cascade.

  2016cites this paper
• η(6) -Arene-Zirconium-PNP-Pincer Complexes: Mechanism of Their Hydrogenolytic Formation and Their Reactivity as Zirconium(II) Synthons.

  2016cites this paper
• β-Hydrogen Abstraction of an Ethyl Group Provides Entry to Titanium and Zirconium Ethylene Complexes

  2015cites this paper
• Regioselective synthesis of enones via a titanium-promoted coupling of unsymmetrical alkynes with weinreb amides.

  2014cites this paper
• 5.34 Early Transition Metal Mediated Reductive Coupling Reactions

  2014cites this paper
• A study of the reaction of n-BuLi with Ti(Oi-Pr)4 as a method to generate titanacyclopropane and titanacyclopropene species

  2014cites this paper
• 1.05 Organotitanium and Organozirconium Reagents

  2014cites this paper
• Reductive Alkylation of Thioamides with Grignard Reagents in the Presence of Ti(OiPr)4: Insight and Extension

  2014cites this paper
• Ti-mediated intramolecular cyclopropanation of N-alkenyl thioamides: scope and mechanistic study

  2014cites this paper
• Generation of low-valent alkoxy niobium from Nb(OEt)5 and Grignard reagents and their use as catalysts in the cyclotrimerization of isocyanates

  2013cites this paper
• Stereoselective synthesis of Z-alkenes.

  2013cites this paper
• Synthetic transformation of homopropargylic selenides to conjugated diene-substituted alcohols and amines using diisopropoxy(η2-alkyne)titanium intermediates

  2013cites this paper
• Are alkyne reductions chemo-, regio-, and stereoselective enough to provide pure (Z)-olefins in polyfunctionalized bioactive molecules?

  2013cites this paper
• 3-Bromopenta-2,4-dienylsilane: a useful reagent for the preparation of [3]dendralenes and polycyclic compounds

  2013cites this paper
• Intramolecular reductive ketone-alkynoate coupling reaction promoted by (η2-propene)titanium.

  2012cites this paper
• Asymmetric synthesis of dihydroindanes by convergent alkoxide-directed metallacycle-mediated bond formation.

  2012cites this paper
• Metallacycle-Mediated Cross-Coupling with Substituted and Electronically Unactivated Alkenes.

  2011cites this paper
• Silyl-substituted 1,3-butadienes for Diels-Alder reaction, ene reaction and allylation reaction.

  2011cites this paper
• A convergent route to the CDEF-tetracycle of pectenotoxin-2.

  2011cites this paper
• Total synthesis of (-)-virginiamycin M2: application of crotylsilanes accessed by enantioselective Rh(II) or Cu(I) promoted carbenoid Si-H insertion.

  2011cites this paper
• Synthetic transformations mediated by the combination of titanium(IV) alkoxides and Grignard reagents: selectivity issues and recent applications. Part 2: Reactions of alkenes, allenes and alkynes

  2010cites this paper
• Regioselective Reductive Cross-Coupling Reactions of Unsymmetrical Alkynes.

  2010cites this paper
• The regio- and stereochemical course of reductive cross-coupling reactions between 1,3-disubstituted allenes and vinylsilanes: Synthesis of (Z)-dienes.

  2010cites this paper
• The handy use of Brown's P2-Ni catalyst for a skipped diyne deuteration: application to the synthesis of a [D4]-labeled F4t-neuroprostane.

  2010cites this paper
• Total synthesis of (-)-virginiamycin M2.

  2010cites this paper
• Applications of stoichiometric organotransition metal complexes in organic synthesis

  2010cites this paper
• Regio- and stereoselective formation of conjugated dienes by titanocene(ii)-promoted alkylation of propargyl carbonates.

  2009cites this paper
• A convenient titanium-mediated intermolecular alkyne–carbonate coupling reaction

  2009cites this paper
• Intramolecular Kulinkovich-de Meijere reactions of various disubstituted alkenes bearing amide groups

  2008cites this paper
• Roles of insect and mammal pheromones: Vomeronasal receptors

  2008cites this paper
• Total synthesis of macbecin I.

  2008cites this paper
• Dialkyltitanium-mediated titanation of conjugated 1,3-butadiynes and its coupling reactions with aldehydes: a facile synthesis of stereodefined enynes and trans-enynols

  2008cites this paper
• Complexes of titanium in oxidation states 0 to II

  2007cites this paper
• The relative reactivities of various unsaturated compounds towards diisopropyloxy(η2-cyclopentene)titanium

  2007cites this paper
• 4.05 – Complexes of Titanium in Oxidation State iv

  2007cites this paper
• 10.11 – C–C Bond Formation through Reaction of CO2 with CC and CC–CC

  2007cites this paper
• Studies on the syntheses of benzoquinone ansamycin antibiotics. Syntheses of the C5-C15 subunits of macbecin I, geldanamycin, and herbimycin A.

  2006cites this paper
• Diisopropyloxy(η2-cyclopentene)titanium for the diastereoselective synthesis of various 1,2-disubstituted cyclopentanes

  2006cites this paper
• Studies in macrolide antibiotic synthesis: the role of tethered alkoxides in titanium alkoxide-mediated regioselective reductive coupling reactions.

  2006cites this paper
• Stereoselective synthesis of vinylic (Z)-vic-bis(arylchalcogenides)

  2006cites this paper
• Practical preparation of N-(1-alkynyl)sulfonamides and their synthetic utility in titanium alkoxide-mediated coupling reactions

  2006cites this paper
• Functions Incorporating a Halogen and Another Group Other Than a Halogen or a Chalcogen

  2005cites this paper
• Low-valent Nb(III)-mediated synthesis of 1,1,2-trisubstituted-1H-indenes from aliphatic ketones and aryl-substituted alkynes.

  2005cites this paper
• Reduction of alkynes into 1,2-dideuterioalkenes with hexamethyldisilane and deuterium oxide in the presence of a palladium catalyst.

  2005cites this paper
• One or More CH Bond(s) Formed by Substitution or Addition

  2005cites this paper
• One or More C C Bond(s) Formed by Addition

  2005cites this paper
• Site-selective monotitanation of dialkynylpyridines and its application for preparation of highly fluorescent pi-conjugated oligomers.

  2004cites this paper
• Ligand-dependent scope and divergent mechanistic behavior in nickel-catalyzed reductive couplings of aldehydes and alkynes.

  2004cites this paper
• Silylketenes under Kulinkovich conditions: alkene/ketene exchange versus nucleophilic addition. Application to the stereoselective preparation of vinylcyclopropanols

  2003cites this paper
• Formation of manganese–alkyne complexes mediated by trialkylmanganates and their application

  2003cites this paper
• Bis(2‐propanolato)[(1,2‐η)‐1‐propene]titanium

  2003cites this paper
• Concise and stereoselective synthesis of enamides and dienamides by a titanium-mediated coupling method.

  2003cites this paper
• Cross-coupling reaction of thermally stable titanium(II)-alkyne complexes with aryl halides catalysed by a nickel complex.

  2003cites this paper
• Generation of an acetylene-titanium alkoxide complex: Preparation of (Z)-1,2-dideuterio-1-(trimethylsilyl)-1-hexene

  2003cites this paper
• ChemInform Abstract: Highly Selective Addition Reaction of Organotitaniums with Garner′s Aldehyde. Easy Preparation of Optically Active Allylic, Allenylic, Homoallylic and Homopropargylic Alcohols.

  2002cites this paper
• CP2TiCl2-catalyzed hydroalumination of internal alkynes: an access to (Z)-olefins

  2002cites this paper
• Site-selective mono-titanation of conjugated diynes with a Ti(II) alkoxide reagent. Concise preparation of stereo-defined enynes and dienynes.

  2002cites this paper
• The reaction of dialkoxytitanacyclopropanes and dialkoxytitanacyclopropenes with carbon dioxide

  2002cites this paper
• General synthetic method for preparation of optically active propargyl and allylstannanes

  2001cites this paper
• Early transition metal carbenoid reagents in epimetallation and metallative dimerization of unsaturated organic substrates

  2001cites this paper
• Intramolecular carbometalation of functionalized terminal alkynes via low-valent titanium complexes

  2000cites this paper
• Asymmetric Synthesis of Baylis-Hillman-Type Allyl Alcohols via a Chiral Acetylenic Ester Titanium Alkoxide Complex We thank the Ministry of Education, Science, Sports and Culture (Japan) for financial support.

  2000cites this paper
• Synthesis and reactivity of polymetallated olefins and functionalized metalloalkynes

  2000cites this paper
• Enantioselective Total Synthesis of Epothilone A Using Multifunctional Asymmetric Catalyses.

  2000cites this paper
• Construction of (Z,Z) skipped 1,4-dienes. Application to the synthesis of polyunsaturated fatty acids and derivatives

  2000cites this paper
• One-Pot, Yet Two-Step, Hydrotitanation of 1-Silyl- or 1-Stannyl-1-alkynes, Showing the Opposite Regioselectivity to the Routine Hydrometalations

  1999cites this paper
• The total synthesis of (–)-α-kainic acid using titanium-mediated diene metallabicyclisation methodology

  1999cites this paper
• Novel [1, N]-Carbon to Carbon Rearrangement of an Ester Group via Organotitanium Intermediates Wherein the N Varies from 2 to 5. Full Scope and Limitation Leading Predominantly to the Rearrangement

  1998cites this paper
• Titanium(II)-based Z-reduction of alkynes. Syntheses of deuterium labelled linolenic and oleic acids and (3E,8Z,11Z)-tetradeca-3,8,11-trienyl acetate, the sex pheromone of a tomato pest, Scrobipalpuloides absoluta

  1998cites this paper
• Synthesis of optically active allenyltitaniums having axial chirality by the reaction of optically active propargylic compounds with a reagent

  1998cites this paper
• SYNTHESIS OF 1,5-DIHYDRO-2H-PYRROL-2-ONES FROM AN ALKYNE, AN IMINE AND CARBON DIOXIDE VIA AN ORGANOTITANIUM INTERMEDIATE

  1997cites this paper
• Diastereoselective addition (η2-alkyne)Ti(O-i-Pr)2 complexes to 2,3-O-isopropylideneglyceraldehyde

  1997cites this paper
• Stereoselective synthesis of optically active substituted piperidines and pyrrolidines from amino acid derivatives by titanium(II)-mediated intramolecular cyclization reaction

  1997cites this paper
• Transition metals in organic synthesis. Highlights for the year 1995

  1997cites this paper
• Titan(II)‐vermittelte intramolekulare Cyclisierungen von 2,7‐ oder 2,8‐doppeltungesättigten Carbonaten und Acetaten — eine effiziente Synthese von Cycloalkanen

  1997cites this paper
• Intramolecular cyclization of conjugated diene and acetylene with (η2-propene)Ti(O-i-Pr)2. Generation and reaction of titanabicycles having an allyltitanium moiety

  1996cites this paper
• Synthesis of substituted pyrroles from an alkyne, an imine and carbon monoxide via an organotitanium intermediate

  1996cites this paper
• Synthesis of chiral allylic alcohols by the reaction of chiral titanium–alkyne complexes with carbonyl compounds

  1996cites this paper
• Highly efficient synthesis of allylic alcohols having an α-alkoxyalkyl group at their β-position via regioselective addition reaction of titanium-propargyl ether complexes with carbonyl compounds

  1996cites this paper
• Stereoselective synthesis of cycloalkylamines from unsaturated imines by (η2-propene)Ti(OPri)2-promoted bicyclization

  1996cites this paper