Ontology highlight
ABSTRACT:
SUBMITTER: Maslivetc VA
PROVIDER: S-EPMC6693504 | biostudies-literature | 2018 May
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20180502 10
A strain-release-driven, cation-templated intramolecular nucleophilic addition of tethered alkoxides to prochiral cyclopropenes is described. Employment of chiral β- and γ-amino alkoxides allowed for highly diastereoselective assembly of a small series of enantiopure cyclopropane-fused oxazepanones. It was shown that the chiral center at C-4 plays a crucial role in controlling desymmetrization of the cyclopropenyl moiety, instigated by a profound potassium-templated effect. The preliminary biolo ...[more]