0000000000026637

AUTHOR

Fabrizio Vetica

0000-0002-7171-8779

showing 8 related works from this author

Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction.

2022

A highly stereoselective procedure for the synthesis of spiro-polycyclic oxindoles bearing five contiguous stereogenic centers including two tetrasubstituted carbons has been developed. Under sequential organocatalysis performed by a pyrrolidine-based organocatalyst and DBU, a highly atom-economical Michael–domino Michael/aldol reaction sequence was optimized, yielding variously functionalized spiro-decalin oxindoles with excellent stereoselectivity (>99:1 dr, up to 92% ee). peerReviewed

kemiallinen synteesiAldehydesMolecular StructureOrganic Chemistryasymmetric organocatalysisdomino reactionssprio heterocyclesStereoisomerismNaphthalenesCatalysisOxindolesorgaaninen kemiaSpiro Compoundsasymmetric organocatalysis; oxindoles; sprio heterocycles; domino reactionsThe Journal of organic chemistry
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Combining organocatalysis and lanthanide catalysis: a sequential one-pot quadruple reaction sequence/hetero-Diels-Alder asymmetric synthesis of funct…

2016

A stereoselective one-pot synthesis of functionalized complex tricyclic polyethers has been achieved using the combination of secondary amine and lanthanide catalysis. This one-pot quadruple reaction/Hetero-Diels–Alder sequence gave good yields (per step) as well as excellent diastereo- and enantioselectivities. Furthermore, the particular combination of lanthanide complexes with organocatalysis is one of the first examples described for sequential catalysis.

LanthanideheterocyclesChemistry010405 organic chemistryasymmetric catalysis; heterocycles; lanthanides; organocatalysis; synthetic methodsEnantioselective synthesisasymmetric catalysisSequence (biology)General ChemistryGeneral Medicine010402 general chemistry01 natural sciencesCatalysisCatalysis0104 chemical sciencesOrganocatalysisDiels aldersynthetic methodsOrganic chemistryAmine gas treatingStereoselectivitylanthanidesorganocatalysista116
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Asymmetric Organocatalytic Synthesis of 4-Aminoisochromanones via a Direct One-Pot Intramolecular Mannich Reaction

2016

Synthesis 48(24), 4451 - 4458(2016). doi:10.1055/s-0035-1562522

one-pot reaction010405 organic chemistryChemistryOrganic Chemistryasymmetric synthesisEnantioselective synthesis010402 general chemistry54001 natural sciencesMedicinal chemistryCatalysis0104 chemical sciencesCatalysisIntramolecular forceOne pot reactionOrganocatalysisddc:540isochromanonesMannich reactionOrganic chemistryAmine gas treatingStereoselectivityorganocatalysisMannich reactionorganocatalysis; one-pot reaction; asymmetric synthesis; isochromanones; Mannich reaction
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Palladium Catalyzed [3+2] Cycloaddition of Vinyl Aziridine and Indane-1,3-diones: Diastereo- and Enantioselective Access to Spiro-Pyrrolidines

2020

A mild and efficient palladium-catalyzed [3+2] cycloaddition of vinylaziridine and indane-1,3-diones has been realized. The resulting spiro-pyrrolidines were provided in excellent yields and, with the introduction of the leucine-derived phosphine ligand, moderate to good enantio­- and diastereoselectivities.

010405 organic chemistryLigandOrganic Chemistryasymmetric synthesisIndaneEnantioselective synthesischemistry.chemical_elementspriopyrrolidines010402 general chemistry01 natural sciencesMedicinal chemistryCatalysisCycloaddition0104 chemical sciencesCatalysis3-dioneschemistry.chemical_compoundchemistryaziridinesinsane-1palladium catalysis; asymmetric synthesis; spriopyrrolidines; aziridines; insane-13-dionespalladium catalysisPhosphinePalladium
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CCDC 1975968: Experimental Crystal Structure Determination

2020

Related Article: Fabrizio Vetica, Stephen J. Bailey, Mukesh Kumar, Suruchi Mahajan, Carolina von Essen, Kari Rissanen, Dieter Enders|2020|Synthesis|52|2038|doi:10.1055/s-0040-1707472

Space GroupCrystallography4'-ethenyl-1'-(4-methylbenzene-1-sulfonyl)-2'-phenylspiro[indene-23'-pyrrolidine]-13-dioneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1482605: Experimental Crystal Structure Determination

2016

Related Article: Fabrizio Vetica, Jeanne Fronert, Rakesh Puttreddy, Kari Rissanen, Dieter Enders|2016|Synthesis|48|4451|doi:10.1055/s-0035-1562522

Space GroupCrystallography3-acetyl-4-((4-chlorophenyl)amino)-34-dihydro-1H-isochromen-1-oneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 2165719: Experimental Crystal Structure Determination

2022

Related Article: Leonardo Straminelli, Francesco Vicentini, Antonio Di Sabato, Carmela Maria Montone, Chiara Cavaliere, Kari Rissanen, Francesca Leonelli, Fabrizio Vetica|2022|J.Org.Chem.|87|10454|doi:10.1021/acs.joc.2c01046

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1-[(4-bromophenyl)methyl]-8'a-hydroxy-3'-nitro-2-oxo-4'-phenyl-123'4'4'a5'6'7'8'8'a-decahydro-1'H-spiro[indole-32'-naphthalene]-1'1'-dicarbonitrileExperimental 3D Coordinates
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CCDC 1510190: Experimental Crystal Structure Determination

2017

Related Article: Simon Dochain, Fabrizio Vetica, Rakesh Puttreddy, Kari Rissanen and Dieter Enders|2016|Angew.Chem.,Int.Ed.|55|16153|doi:10.1002/anie.201610196

Space GroupCrystallography4-ethoxy-8-nitro-9-phenyl-3a7899a9b-hexahydro-1H3H4H-pyrano[345-de]isochromeneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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