3.8 Article

Development of green and low-cost chiral oxidants for asymmetric catalytic hydroxylation of enals

期刊

GREEN SYNTHESIS AND CATALYSIS
卷 2, 期 3, 页码 295-298

出版社

KEAI PUBLISHING LTD
DOI: 10.1016/j.gresc.2021.05.002

关键词

N -Heterocyclic carbene; Organocatalysis; Chiral oxidant; Asymmetric; 3-hydroxylation; Radical reaction

资金

  1. National Natural Science Foundation of China
  2. 10 Talent Plan (Shicengci) of Guizhou Province
  3. Guizhou Province Returned Oversea Student Science and Technology Activity Program
  4. Science and Technology Department of Guizhou Province [21772029, 21801051, 21961006]
  5. Program of Introducing Talents of Discipline to Universities of China (111 Program) at Guizhou University [[2016]5649]
  6. Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules, Department of Education, Guizhou Province [(2014)-2]
  7. Guizhou Province First-Class Disciplines Project [[2018]2802, [2019]1020, Qiankehejichu-ZK[2021]Key033]
  8. Guizhou University of Traditional Chinese Medicine [D20023]
  9. Guizhou University (China) [(2020)004]
  10. Singapore National Research Foundation under its NRF Investigatorship [GNYL(2017)008]
  11. Ministry of Education, Singapore, under its MOE AcRF Tier 1 Award
  12. MOE AcRF Tier 3 Award
  13. Agency for Science, Technology and Research (A*STAR) under its A*STAR AME IRG Award [NRF-NRFI2016-06]
  14. GSK-EDB Trust Fund [RG108/16, RG5/19, RG1/18]
  15. Nanyang Research Award Grant [MOE2018-T3-1-003]
  16. Nanyang Technological University [A1783c0008, A1783c0010]

向作者/读者索取更多资源

A novel type of chiral oxidants has been developed for efficient and enantioselective /3-hydroxylation reaction of enals, using a commercially accessible and inexpensive NHC catalyst. Various /3-hydroxyl esters with different substituents and substitution patterns are obtained in moderate to excellent yields and enantioselectivities as the final products.
A novel type of chiral oxidants are developed for efficient and enantioselective /3-hydroxylation reaction of enals. The chiral oxidants can be easily obtained from readily available and inexpensive substituted benzoic acids and chiral prolinols. A commercially accessible and inexpensive achiral NHC catalyst is used for this catalytic approach. /3-Hydroxyl esters bearing various substituents and substitution patterns are afforded as the final products in moderate to excellent yields and enantioselectivities.

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