A Palladium Complex as an Asymmetric π-Lewis Base Catalyst for Activating 1,3-Dienes

Ben-Xian Xiao, Bo Jiang, Ru-Jie Yan, Jian-Xiang Zhu, Ke Xie, Xin-Yue Gao, Qin Ouyang*, Wei Du* and Ying-Chun Chen*

*Sichuan University, Chengdu 610041; Third Military Medical University, Shapingba, Chongqing 400038, China, Email: ouyangqtmmu.edu.cn, duweiybscu.edu.cn, ycchenscu.edu.cn

B.-X. Xiao, B. Jiang, R.-J. Yan, J.-X. Zhu, K. Xie, X.-Y. Gao, Q. Ouyang, W. Du, Y.-C. Chen, J. Am. Chem. Soc., 2021, 143, 4809-4816.

DOI: 10.1021/jacs.1c01420

---

see article for more reactions

Abstract

Pd(0) complexes can coordinate in a η² fashion to 1,3-dienes via back-bonding to the empty antibonding molecular orbitals. The thus more reactive, uncoordinated double bond can directly attack imines, furnishing a formal hydrodienylation reaction. A chemoselective cascade vinylogous addition/allylic alkylation process between 1,3-dienes and imines with a nucleophilic group is also reported.

see article for more examples

---

---

Key Words

dienylation, allylic amines

---

ID: J48-Y2021