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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 10: 3362 - 3370

DOI: https://doi.org/10.6023/cjoc202005090

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
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  • The Education Ministry Key Lab of Resource Chemistry and Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Shanghai 200234

Received date: 2020-05-30

  Revised date: 2020-06-16

  Online 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).

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Abstract

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

Cite this article

Wu Dunqi , Cheng Xuan , Liu Yankai , Cheng Guo , Guan Xiaoyu , Deng Qinghai . A New Class of Chiral Pincer-Type PNN Ligands for Pd-Catalyzed Asymmetric Allylic Alkylation[J]. Chinese Journal of Organic Chemistry, 2020 , 40(10) : 3362 -3370 . DOI: 10.6023/cjoc202005090

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