Primary amine, thiourea-based dual catalysis motif for synthesis of stereogenic, all-carbon quaternary center-containing cycloalkanones.
The enantioselective synthesis of α,α-disubstituted cycloalkanones has been developed using a primary amine, thiourea-based dual catalysis pathway. A range of electrophiles and ring sizes are tolerated under the reaction conditions. A possible catalytic cycle is presented to explain the reactivity.
Department of Chemistry, Oregon State University, Corvallis, Oregon 97331, USA.
Jun Yong
JY
Kang
Rich G
RG
Carter
D000588:Amines / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003516:Cycloparaffins / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D000588:Amines; D003516:Cycloparaffins; D002244:Carbon; D013890:Thiourea