Access to chiral α-substituted-β-hydroxy arylphosphonates enabled by biocatalytic dynamic reductive kinetic resolution - Details

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Abstract：

Ketoreductase　(KRED)-catalyzed　dynamic　reductive　kinetic　resolution　(DYRKR)　of　α-substituted-β-keto　arylphosphonates　was　developed　as　a　generic　and　stereoselective　approach　to　synthesize　chiral　α-substituted-β-hydroxy　arylphosphonates,　with　moderate-to-excellent　isolated　yield　(up　to　96%),　good-to-excellent　diastereoselectivity　(up　to　＞99 : ＜1　dr),　and　excellent　enantioselectivity　(up　to　＞99%　ee)　being　achieved.　This　journal　is　©　The　Royal　Society　of　Chemistry.

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[ 1 ] [Wang, Z.]Department of Chemistry, Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai Engineering Research Center of Industrial Asymmetric Catalysis of Chiral Drugs, 220 Handan Road, Shanghai, 200433, China
[ 2 ] [Zeng, Y.]FAFU-UCR Joint Center for Horticultural Biology and Metabolomics, Fujian Provincial Key Laboratory of Haixia Applied Plant Systems Biology, Fujian Agriculture and Forestry University, Fuzhou, 350002, China
[ 3 ] [Wu, X.]College of Chemical Engineering, Fuzhou University, 2 Xueyuan Road, Fuzhou, 350116, China
[ 4 ] [Li, Z.]Department of Chemistry, Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai Engineering Research Center of Industrial Asymmetric Catalysis of Chiral Drugs, 220 Handan Road, Shanghai, 200433, China
[ 5 ] [Tao, Y.]Department of Chemistry, Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai Engineering Research Center of Industrial Asymmetric Catalysis of Chiral Drugs, 220 Handan Road, Shanghai, 200433, China
[ 6 ] [Yu, X.]FAFU-UCR Joint Center for Horticultural Biology and Metabolomics, Fujian Provincial Key Laboratory of Haixia Applied Plant Systems Biology, Fujian Agriculture and Forestry University, Fuzhou, 350002, China
[ 7 ] [Huang, Z.]Department of Chemistry, Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai Engineering Research Center of Industrial Asymmetric Catalysis of Chiral Drugs, 220 Handan Road, Shanghai, 200433, China
[ 8 ] [Chen, F.]Department of Chemistry, Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai Engineering Research Center of Industrial Asymmetric Catalysis of Chiral Drugs, 220 Handan Road, Shanghai, 200433, China

Reprint 's Address：

[Huang, Z.]Department of Chemistry, Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, Shanghai Engineering Research Center of Industrial Asymmetric Catalysis of Chiral Drugs, 220 Handan Road, China

Email：

huangzedu@fudan.edu.cn

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Organic and Biomolecular Chemistry

ISSN： 1477-0520

Year： 2020

Issue： 14

Volume： 18

Page： 2672-2677

3 . 8 7 6

JCR@2020

2 . 9 0 0

JCR@2023

ESI HC Threshold：160

JCR Journal Grade：1

CAS Journal Grade：3

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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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