0000000001309476

AUTHOR

Alberto Llobat

showing 10 related works from this author

Diastereoselectivity of the Addition of Propargylic Magnesium Reagents to Fluorinated Aromatic Sulfinyl Imines.

2021

The addition of propargylmagnesium bromide to fluorinated aromatic sulfinyl imines gave homopropargyl amines with total regio- and diastereoselection. Complete reversal of diastereoselectivity can be achieved in some cases using coordinating (THF) or noncoordinating (DCM) solvents. Substituted propargylic magnesium reagents have been also tested toward fluorinated aryl sulfinyl imines affording chiral homoallenyl amines with good yields and selectivity control. DFT calculations helped to rationalize the origin of the experimental regio- and diastereoselectivities observed in each case.

010405 organic chemistryMagnesiumfungiOrganic Chemistryfood and beverageschemistry.chemical_element010402 general chemistry01 natural sciencesBiochemistry0104 chemical scienceschemistry.chemical_compoundchemistryBromideReagentOrganic chemistryPhysical and Theoretical ChemistryOrganic letters
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Pauson–Khand reaction of fluorinated compounds

2020

The Pauson–Khand reaction (PKR) is one of the key methods for the construction of cyclopentenone derivatives, which can in turn undergo diverse chemical transformations to yield more complex biologically active molecules. Despite the increasing availability of fluorinated building blocks and methodologies to incorporate fluorine in compounds with biological interest, there have been few significant advances focused on the fluoro-Pauson–Khand reaction, both in the inter- and intramolecular versions. Furthermore, the use of vinyl fluorides as olefinic counterparts had been completely overlooked. In this review, we collect the advances both on the stoichiometric and catalytic intermolecular an…

chemistry.chemical_classificationCyclopentenoneAlkenealkenePauson–Khand reactionOrganic ChemistryAlkyneReviewCombinatorial chemistryCatalysisenynelcsh:QD241-441Pauson–Khandchemistry.chemical_compoundChemistrylcsh:Organic chemistrychemistryIntramolecular forceYield (chemistry)fluorineMoietyalkynelcsh:Qlcsh:ScienceBeilstein Journal of Organic Chemistry
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The Ruthenium‐Catalyzed Domino Cross Enyne Metathesis/Ring‐Closing Metathesis in the Synthesis of Enantioenriched Nitrogen‐Containing Heterocycles

2020

Ring-closing metathesischemistryOrganic ChemistryDiels alderchemistry.chemical_elementPhysical and Theoretical ChemistryMetathesisEnyne metathesisNitrogenCombinatorial chemistryDominoRutheniumCatalysisEuropean Journal of Organic Chemistry
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Asymmetric Synthesis of Fluorinated Monoterpenic Alkaloid Derivatives from Chiral Fluoroalkyl Aldimines via the Pauson‐Khand Reaction

2020

chemistry.chemical_classificationAldiminechemistry.chemical_compoundchemistryPauson–Khand reactionAlkaloidEnantioselective synthesisOrganic chemistryGeneral ChemistryN-tert-butanesulfinyl imineOrganofluorine chemistryAdvanced Synthesis & Catalysis
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The Fluoro-Pauson-Khand Reaction in the Synthesis of Enantioenriched Nitrogenated Bicycles Bearing a Quaternary C-F Stereogenic Center

2019

The authors are grateful to the Spanish MICINN and the AEI (CTQ2017-84249-P) for financial support, the SCSIE (Universitat de Valencia) for access to instrumental facilities, and M. ̀ R. Pedrosa (Universidad de Burgos) for providing us with MoO2Cl2. The technical and human support provided by SGIker (UPV/EHU, MINECO, GV/DJ, ERDF, and ESF) is also gratefully acknowledged. P.B. thanks the Spanish Ministry of Economy for a Ramon y Cajal contract (RyC-2016-20951). ́ The authors are also grateful to Jose Cabeza for assistance in the synthesis of certain starting materials.

010405 organic chemistryChemistryStereochemistryPauson–Khand reactionOrganic ChemistryPhysical and Theoretical Chemistry010402 general chemistry01 natural sciencesBiochemistry0104 chemical sciencesStereocenter
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CCDC 1972570: Experimental Crystal Structure Determination

2020

Related Article: Alberto Llobat, Jorge Escorihuela, Daniel M. Sedgwick, Miriam Rodenes, Raquel Román, Vadim A. Soloshonok, Jianlin Han, Mercedes Medio-Simón, Santos Fustero|2020|Eur.J.Org.Chem.|2020|4193|doi:10.1002/ejoc.202000598

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates5-(4-chlorophenyl)-2-(2-methylpropane-2-sulfonyl)-3-(thiophen-3-yl)-123468a-hexahydroisoquinoline-7788-tetracarbonitrile
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CCDC 1937096: Experimental Crystal Structure Determination

2019

Related Article: Alberto Llobat, Raquel Román, Natalia Mateu, Daniel M. Sedgwick, Pablo Barrio, Mercedes Medio-Simón, Santos Fustero|2019|Org.Lett.|21|7294|doi:10.1021/acs.orglett.9b02557

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters7a-fluoro-2-(2-methylpropane-2-sulfonyl)-3-phenyl-123477a-hexahydro-6H-cyclopenta[c]pyridin-6-oneExperimental 3D Coordinates
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CCDC 2067817: Experimental Crystal Structure Determination

2021

Related Article: Alberto Llobat, Jorge Escorihuela, Santos Fustero, Mercedes Medio-Simón|2021|Org.Lett.|23|3691|doi:10.1021/acs.orglett.1c01076

Space GroupCrystallography(R)-2-methyl-N-((R)-1-(2356-tetrafluorophenyl)but-3-yn-1-yl)propane-2-sulfinamideCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1954729: Experimental Crystal Structure Determination

2020

Related Article: Alberto Llobat, Daniel M. Sedgwick, Albert Cabré, Raquel Román, Natalia Mateu, Jorge Escorihuela, Mercedes Medio‐Simón, Vadim Soloshonok, Jianlin Han, Antoni Riera, Santos Fustero|2020|Adv.Synth.Catal.|362 |1378 |doi:10.1002/adsc.201901504

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters2-(2-methylpropane-2-sulfonyl)-3-(trifluoromethyl)-123477a-hexahydro-6H-cyclopenta[c]pyridin-6-oneExperimental 3D Coordinates
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CCDC 2067822: Experimental Crystal Structure Determination

2021

Related Article: Alberto Llobat, Jorge Escorihuela, Santos Fustero, Mercedes Medio-Simón|2021|Org.Lett.|23|3691|doi:10.1021/acs.orglett.1c01076

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(R)-2-methyl-N-((S)-1-(2356-tetrafluorophenyl)but-3-yn-1-yl)propane-2-sulfinamideExperimental 3D Coordinates
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