Chiyu Wei1, Xiaohan Ye1, Qingyu Xing1, Yong Hu2, Yan Xie3, Xiaodong Shi1. 1. Department of Chemistry, University of South Florida, Tampa, FL 33620, USA. xmshi@usf.edu. 2. Department of Neonatology, Shanghai Children's Hospital, Shanghai Jiao Tong University, Shanghai, Shanghai 200040, P.R.China. huyongcn@163.com. 3. College of Chemistry and Materials Engineering, Quzhou University, Quzhou 324000, P.R.China. xieyan98@126.com.
Abstract
Synergistic palladium and enamine catalysis was explored to promote ketone addition to unactivated olefins. A secondary amine-based organocatalyst was identified as the optimal co-catalyst for the directed Pd-catalyzed alkene activation. Furthermore, asymmetric hydrocarbon functionalization of unactivated alkenes was also achieved with good to excellent yield (up to 96% yields) and stereoselectivity (up to 96% ee). This strategy presented an efficient approach to prepare α-branched ketone derivatives under mild conditions.
Synergistic palladium and n class="Chemical">enamine catalysis was explored to promote ketone addition to unactivated olefins. A secondary amine-based organocatalyst was identified as the optimal co-catalyst for the directed Pd-catalyzed alkene activation. Furthermore, asymmetric hydrocarbon functionalization of unactivated alkenes was also achieved with good to excellent yield (up to 96% yields) and stereoselectivity (up to 96% ee). This strategy presented an efficient approach to prepare α-branched ketone derivatives under mild conditions.
Authors: Xin Wang; Zi-Qi Li; Binh Khanh Mai; John A Gurak; Jessica E Xu; Van T Tran; Hui-Qi Ni; Zhen Liu; Zhonglin Liu; Kin S Yang; Rong Xiang; Peng Liu; Keary M Engle Journal: Chem Sci Date: 2020-09-22 Impact factor: 9.825