6533b837fe1ef96bd12a1e19

RESEARCH PRODUCT

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

Lode De MunckVerena SukowskiJosé R. PedroCarlos Vila

subject

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

description

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.

https://doi.org/10.1016/j.tetlet.2017.07.042