Regiocontrolled Oxidative C-C Coupling of Dienol Ethers and 1,3-Dicarbonyl Compounds.
A strategy for synthesis of γ-alkylated enones through oxidative coupling of siloxydienes and 1,3-dicarbonyl compounds is reported. This method is an interrupted form of our formal [3 + 2] cycloaddition method reported previously. The present work excels in generating all-carbon quaternary centers via C-C bond formation at the remote γ-site which is traditionally challenging to functionalize. Stereoselectivity and functional group tolerance are examined in complex systems. Double alkylation reactions are also described.
Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
Xiaoguang
X
Liu
Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
Xiaohong
X
Chen
Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
Justin T
JT
Mohr