Copper-catalyzed regio- and stereoselective intermolecular three-component oxyarylation of allenes.
A copper(II)-catalyzed intermolecular three-component oxyarylation of allenes using arylboronic acids as a carbon source and TEMPO as an oxygen source is described. The reaction proceeded under mild conditions with high regio- and stereoselectivity and functional group tolerance. A plausible reaction mechanism is proposed, involving carbocupration of allenes, homolysis of the intervening allylcopper(II), and a radical TEMPO trap.
Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Taisuke
T
Itoh
Yohei
Y
Shimizu
Motomu
M
Kanai
D000466:Alkadienes / Q000737:chemistry*; D001897:Boronic Acids; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000466:Alkadienes; D001897:Boronic Acids; C025947:propadiene; D003300:Copper