0000000001318092

AUTHOR

Verena Sukowski

showing 3 related works from this author

Enantioselective addition of Et2Zn to seven‐membered cyclic imines catalyzed by a (R)-VAPOL-Zn(II) complex

2017

Various substituted dibenzo[b,f][1,4]oxazepines underwent an enantioselective alkylation with Et2Zn catalyzed by a (R)-VAPOL-Zn(II) complex. The corresponding chiral 11-ethyl-10,11-dihydrodibenzo[b,f][1,4]oxazepine derivatives were obtained with good yields and moderate enantioselectivities. This represents the first example of enantioselective addition of Et2Zn to cyclic aldimines.

chemistry.chemical_classificationAldimine010405 organic chemistryChemistryStereochemistryOrganic ChemistryEnantioselective synthesischemistry.chemical_elementZincAlkylation010402 general chemistry01 natural sciencesBiochemistry0104 chemical sciencesCatalysischemistry.chemical_compoundCatàlisiDrug DiscoveryOxazepineQuímica orgànicaTetrahedron Letters
researchProduct

Catalytic enantioselective aza-Reformatsky reaction with seven-membered cyclic imines dibenzo[b,f][1,4]oxazepines

2017

A catalytic enantioselective aza-Reformatsky reaction is reported with cyclic dibenzo[b,f][1,4]oxazepines and ethyl iodoacetate leading to the synthesis of chiral ethyl 2-(10,11-dihydrodibenzo[b,f][1,4]oxazepin-11-yl)acetate derivatives with excellent yields and high enantioselectivities (up to 98% yield and 97 : 3 er) using a readily available diaryl prolinol L4 as the chiral ligand and Me2Zn as the zinc source under an air atmosphere. Furthermore, different transformations were carried out with the corresponding chiral β-amino esters, preserving in all cases the optical purity.

010405 organic chemistryStereochemistryOrganic ChemistryEthyl iodoacetateChiral ligandEnantioselective synthesis010402 general chemistry01 natural sciences0104 chemical sciencesCatalysisProlinolReaccions químiqueschemistry.chemical_compoundchemistryYield (chemistry)Reformatsky reactionEnantiomeric excessQuímica orgànica
researchProduct

CCDC 1530500: Experimental Crystal Structure Determination

2017

Related Article: Lode De Munck, Verena Sukowski, Carlos Vila, M. Carmen Muñoz, José R. Pedro|2017|Org.Chem.Front.|4|1624|doi:10.1039/C7QO00329C

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersethyl (S)-(3-bromo-1213-dihydrobenzo[b]naphtho[12-f][14]oxazepin-13-yl)acetateExperimental 3D Coordinates
researchProduct