Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (10): 3362-3370.DOI: 10.6023/cjoc202005090 Previous Articles     Next Articles

Special Issue: 黄乃正院士七十华诞专辑

新型手性钳形PNN类配体在钯催化不对称烯丙基烷基化反应中的应用

吴敦奇, 成轩, 刘炎开, 成果, 管笑宇, 邓清海   

  1. 上海师范大学 教育部资源化学重点实验室和上海市稀土功能材料重点实验室 上海 200234
  • 收稿日期:2020-05-30 修回日期:2020-06-16 发布日期:2020-07-09
  • 通讯作者: 邓清海 E-mail:qinghaideng@shnu.edu.cn
  • 基金资助:
    国家自然科学基金(Nos.21402119,21772122)和上海绿色能源化工工程技术研究中心(No.18DZ2254200)资助项目.

A New Class of Chiral Pincer-Type PNN Ligands for Pd-Catalyzed Asymmetric Allylic Alkylation

Wu Dunqi, Cheng Xuan, Liu Yankai, Cheng Guo, Guan Xiaoyu, Deng Qinghai   

  1. The Education Ministry Key Lab of Resource Chemistry and Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Shanghai 200234
  • Received:2020-05-30 Revised:2020-06-16 Published:2020-07-09
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21402119, 21772122) and the Shanghai Engineering Research Center of Green Energy Chemical Engineering (No. 18DZ2254200).

tridentate P,N,N-donor pincer ligands bearing two or three stereocenters, 1-(4,5-dihydro-oxazol-2-yl)-N-(2-(diphenylphosphanyl)benzyl)methanamines (oxpma), were synthesized starting from readily available amino acids in five or six steps. They were applied in palladium-catalyzed asymmetric allylic alkylation of allylic acetates to afford the desired products with high enantioselectivities (up to 96% ee).

Key words: PNN ligand, pincer ligand, asymmetric catalysis, asymmetric allylic alkylation