Chiral oxamide–phosphine–palladium catalyzed highly asymmetric allylic amination: carbonyl assistance for high regio- and enantiocontrols

Author:

Chen Jun-Bo1,Peng Cheng1,Zhou Sheng-Suo1,Wang Yong1ORCID,Wang Zheng2,Wang Xing-Wang1ORCID

Affiliation:

1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China

2. State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China

Abstract

The chiral oxamide–phosphine (COAP) ligands were developed for the palladium-catalyzed asymmetric allylic amination of vinyl benzoxazinones with alkylamines, affording a series of optically active diamines in good yields with high enantioselectivity.

Funder

National Natural Science Foundation of China

Program for New Century Excellent Talents in University

Priority Academic Program Development of Jiangsu Higher Education Institutions

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Reference69 articles.

1. Comprehensive Asymmetric Catalysis , ed. E. N. Jacobsen , A. Pfaltz and H. Yamamoto , Springer , Berlin , 1999 , vol. I–III

2. Handbook of Asymmetric Heterogeneous Catalysis , ed. K. Ding and Y. Uozumi , Wiley-VCH Verlag GmbH & Co. KGaA , Weinheim , 2008

3. Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions , ed. H.-U. Blaser and H.-J. Federsel , Wiley-VCH , 2nd edn, 2010

4. Asymmetric Catalysis from a Chinese Perspective , ed. S. Ma , Springer Science & Business Media , 2011

5. Renaissance of pyridine-oxazolines as chiral ligands for asymmetric catalysis

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