121st General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Event Hall
Time 4월 19일 (목요일) 11:00~12:30
Code ORGN.P-432
Subject Organocatalytic asymmetric Michael additions of ketones to α,β-unsaturated nitro compounds
Authors jae ho shim, Deok-Chan Ha*
Department of Chemistry, Korea University, Korea
Abstract The organic catalyst (R,R)-1,2-diphenylethylenediamine derivatives were developed as a chiral bifunctional organocatalysts and successfully applied to asymmetric Michael additions of ketone to α,β-unsaturated nitro compounds (up to 80% yield, 98% ee) under neutral condition. Systematic investigations on the catalytic mechanism revealed that the role of the thiourea moiety and the amine-moiety in catalysts might be reversed with respect to Brønsted/Lewis acidic or basic functionalities, depending on the reaction conditions. Generally, thiourea catalysts in neutral condition give high chemical yields and enantioselectivities.
E-mail shimjh3000@korea.ac.kr