Borylation and selective reduction of α,β-unsaturated ketones under mild conditions catalyzed by Cu nanoparticles
Xin-Feng Zhou, Yu-Yang Sun, Ya-Dong Wu, Jian-Jun Dai, Jun Xu, Yu Huang, Hua-Jian Xu
Tetrahedron 72, 5691-5698 (2016)
An effective strategy for synthesis of Cu nanoparticles is designed, these nanoparticles have high catalytic activity in conjugate addition of B2(pin)2 and α,β-unsaturated ketones. The reaction of protodeboration can proceed with adding NaOtBu. In this way, a new method to reduce the conjugated alkenes of α,β-unsaturated ketones is developed with organoboranes as intermediates. Cu nanocrystals also have excellent performance in gram-scale reaction and recycling experiment. A possible mechanism is proposed.