Highly diastereo- and enantioselective synthesis of multisubstituted allylic amino acid derivatives by allylic alkylation of a chiral glycine-based nickel complex and vinylethylene carbonates - Details

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The　asymmetric　synthesis　of　multisubstituted　allylic　amino　acid　derivatives　was　accomplished　by　the　allylic　alkylation　of　a　chiral　glycine-based　nickel　complex　with　vinylethylene　carbonates.　High　enantioselectivities　and　diastereoselectivities　were　obtained　under　mild　reaction　conditions.　The　gram-scale　synthesis　was　carried　out　with　a　good　yield　and　high　enantioselectivity,　indicating　that　the　method　is　a　highly　efficient　route　to　chiral　multisubstituted　allylic　amino　acid　derivatives.　©　2022　The　Royal　Society　of　Chemistry

Keyword：

Alkylation Allylation Amino acids Carbonates Enantioselectivity Nickel compounds

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[ 1 ] [Yu, Chao]College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 2 ] [Yu, Yuyan]Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou; 310014, China
[ 3 ] [Sun, Longwu]Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou; 310014, China
[ 4 ] [Li, Xinzhi]Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou; 310014, China
[ 5 ] [Liu, Zhigang]Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, 220 Handan Road, Shanghai; 200433, China
[ 6 ] [Liu, Zhigang]Shanghai Engineering Center of Industrial Asymmetric Catalysis for Chiral Drugs, Shanghai; 200433, China
[ 7 ] [Ke, Miaolin]Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou; 310014, China
[ 8 ] [Chen, Fener]College of Chemistry, Fuzhou University, Fuzhou; 350108, China
[ 9 ] [Chen, Fener]Institute of Pharmaceutical Science and Technology, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou; 310014, China
[ 10 ] [Chen, Fener]Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, 220 Handan Road, Shanghai; 200433, China
[ 11 ] [Chen, Fener]Shanghai Engineering Center of Industrial Asymmetric Catalysis for Chiral Drugs, Shanghai; 200433, China

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Organic and Biomolecular Chemistry

ISSN： 1477-0520

Year： 2022

Issue： 24

Volume： 20

Page： 4894-4899

3 . 2

JCR@2022

2 . 9 0 0

JCR@2023

ESI HC Threshold：74

JCR Journal Grade：2

CAS Journal Grade：2

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 0

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