Ontology highlight
ABSTRACT:
SUBMITTER: Santra S
PROVIDER: S-EPMC6144034 | biostudies-literature | 2018 Aug
REPOSITORIES: biostudies-literature
Chemical science 20180702 30
Highly diastereo- and enantioselective 1,6-addition of 1,3-ketoamides to <i>p</i>-quinone methides (<i>p</i>-QMs) using chiral NHCs as Brønsted base catalysts is developed. The reaction is based on the utilization of a 1,3-ketoamide having acidic N-H that forms a chiral ion-pair consisting of the enolate and the azolium ion. Different β-ketoamides and functionalized <i>p</i>-QMs are applicable to the reaction. Synthetic application of the method is demonstrated <i>via</i> the preparation of high ...[more]