0000000001309551

AUTHOR

Kristina Deckers

showing 9 related works from this author

Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction

2017

A new organocatalytic enantioselective Strecker reaction of pyrazolone-derived ketimine electrophiles has been developed. Using pseudo-enantiomeric squaramide catalysts the nucleophilic 1,2-addition of trimethylsilyl cyanide to the ketimines efficiently provides a direct entry to both enantiomers of pyrazolone α- aminonitrile derivatives at will in good yields and high enantioselectivities for a wide variety of substrates. peerReviewed

Strecker amino acid synthesisPyrazolone010402 general chemistry01 natural sciencesCatalysischemistry.chemical_compoundNucleophileMaterials ChemistrymedicineOrganic chemistryenantioselective synthesisTrimethylsilyl cyanideta116010405 organic chemistryMetals and AlloysSquaramideEnantioselective synthesisGeneral Chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialschemistryStrecker reactionElectrophileCeramics and CompositesEnantiomermedicine.drug
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Squaramide-Catalyzed Asymmetric aza-Friedel-Crafts/N,O-Acetalization Domino Reactions Between 2-Naphthols and Pyrazolinone Ketimines

2017

N-Boc ketimines derived from pyrazolin-5-ones were explored to develop an unprecedented domino aza-Friedel-Crafts/N,O-acetalization reaction with 2-naphthols. The novel method requires a catalyst loading of only 0.5 mol % of a bifunctional squaramide catalyst, is scalable to gram amounts, and provides a new series of furanonaphthopyrazolidinone derivatives bearing two vicinal tetra-substituted stereogenic centers in excellent yields (95-98 %) and stereoselectivity (>99:1 d.r. and 97-98 % ee). A different reactivity was observed in the case of 1-naphthols and other electron-rich phenols, which led to the aza-Friedel-Crafts adducts in 70-98 % yield and 47-98 % ee.

010405 organic chemistryChemistrydomino reactionsEnantioselective synthesisSquaramideGeneral MedicineGeneral Chemistry010402 general chemistry01 natural sciencesMedicinal chemistryCatalysisDomino0104 chemical sciencesStereocenterCatalysischemistry.chemical_compoundOrganocatalysisYield (chemistry)StereoselectivityReactivity (chemistry)Bifunctionalta116Friedel–Crafts reactionAngewandte Chemie International Edition
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Asymmetric Synthesis of Tetrahydrobenzofurans and Annulated Dihydropyrans via Cooperative One-Pot Organo- and Silver-Catalysis

2016

Synthesis : journal of synthetic organic chemistry 48(19), 3207-3216(2016). doi:10.1055/s-0035-1561468

Annulation010405 organic chemistryChemistryOrganic ChemistryOne-pot synthesisEnantioselective synthesisSquaramide540010402 general chemistry01 natural sciencesCombinatorial chemistryCatalysis0104 chemical sciencesCatalysisOrganocatalysisddc:540Michael reactionOrganic chemistryHydroalkoxylationSynthesis
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Enantioselective synthesis of 4H-pyranonaphthoquinones via sequential squaramide and silver catalysis

2015

Chemical communications 52(8), 1669-1672(2016). doi:10.1039/C5CC09592A

010402 general chemistry01 natural sciencescatalystsCatalysisCatalysisMichael additionMaterials ChemistryOrganic chemistryenantioselective synthesista116Hydroalkoxylation010405 organic chemistryChemistryMetals and AlloysSquaramideEnantioselective synthesisGeneral Chemistry540hydroalkoxylation0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialspyranonaphthoquinonesddc:540Ceramics and CompositesMichael reactionChemical Communications
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CCDC 1542055: Experimental Crystal Structure Determination

2017

Related Article: Suruchi Mahajan, Pankaj Chauhan, Uğur Kaya, Kristina Deckers, Kari Rissanen, Dieter Enders|2017|Chem.Commun.|53|6633|doi:10.1039/C7CC02874A

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1-(4-chlorophenyl)-3-methyl-5-oxo-4-(phenylamino)-45-dihydro-1H-pyrazole-4-carbonitrileExperimental 3D Coordinates
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CCDC 1474771: Experimental Crystal Structure Determination

2016

Related Article: Uğur Kaya, Pankaj Chauhan, Kristina Deckers, Rakesh Puttreddy, Kari Rissanen, Gerhard Raabe, Dieter Enders|2016|Synthesis|48|3207|doi:10.1055/s-0035-1561468

2-benzylidene-3-(nitromethyl)-3567-tetrahydro-1-benzofuran-4(2H)-oneSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1474975: Experimental Crystal Structure Determination

2016

Related Article: Uğur Kaya, Pankaj Chauhan, Kristina Deckers, Rakesh Puttreddy, Kari Rissanen, Gerhard Raabe, Dieter Enders|2016|Synthesis|48|3207|doi:10.1055/s-0035-1561468

Space GroupCrystallography13-dimethyl-5-(nitromethyl)-7-phenyl-15-dihydro-2H-pyrano[23-d]pyrimidine-24(3H)-dioneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1437688: Experimental Crystal Structure Determination

2015

Related Article: Uğur Kaya, Pankaj Chauhan, Daniel Hack, Kristina Deckers, Rakesh Puttreddy, Kari Rissanen, Dieter Enders|2016|Chem.Commun.|52|1669|doi:10.1039/C5CC09592A

Space GroupCrystallographyCrystal SystemCrystal Structure(R)-2-(2-Bromophenyl)-4-(nitromethyl)-4H-benzo[g]chromene-510-dioneCell ParametersExperimental 3D Coordinates
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CCDC 1572983: Experimental Crystal Structure Determination

2017

Related Article: Uğur Kaya, Pankaj Chauhan, Suruchi Mahajan, Kristina Deckers, Arto Valkonen, Kari Rissanen, Dieter Enders|2017|Angew.Chem.,Int.Ed.|56|15358|doi:10.1002/anie.201709224

Space GroupCrystallographyCrystal SystemCrystal Structuret-butyl (7a-methyl-10-oxo-9-phenyl-7a8910-tetrahydro-10aH-naphtho[1'2':45]furo[23-c]pyrazol-10a-yl)carbamateCell ParametersExperimental 3D Coordinates
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