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新型对映体纯联苯P,N-配体的合成及其在钯催化的芳基硼酸对N-苄基异吲哚酮的不对称加成反应中的应用。

Synthesis of novel enantiopure biphenyl P,N-ligands and application in palladium-catalyzed asymmetric addition of arylboronic acids to N-benzylisatin.

作者信息

Lai Hongshan, Huang Zhiyan, Wu Qiong, Qin Yong

机构信息

Department of Chemistry of Medicinal Natural Products, Key Laboratory of Drug Targeting and Novel Delivery System of Ministry of Education, West China School of Pharmacy, Sichuan University, Chengdu 610041, PR China.

出版信息

J Org Chem. 2009 Jan 2;74(1):283-8. doi: 10.1021/jo802036m.

Abstract

Enantiopure tetra-ortho-substituted biphenyl phosphinoimine ligands (R(a),S)-3 and (S(a),S)-3 were synthesized via multistep reactions. The first asymmetric addition reactions of arylboronic acids to N-benzylisatin catalyzed by Pd(OAc)(2) and (R(a),S)-3 were studied to provide 3-aryl-3-hydroxyoxindoles in moderate yields and enantioselectivities.

摘要

对映体纯的四邻位取代联苯膦亚胺配体(R(a),S)-3和(S(a),S)-3通过多步反应合成。研究了由Pd(OAc)₂和(R(a),S)-3催化的芳基硼酸与N-苄基异吲哚酮的首次不对称加成反应,以中等产率和对映选择性提供3-芳基-3-羟基氧化吲哚。

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