4.7 Article

C=N-Containing Azaarenes as Activating Groups in Enantioselective Catalysis

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 3, Pages 831-845

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo402414k

Keywords

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Funding

  1. EPSRC
  2. ERC
  3. European Commission
  4. University of Edinburgh
  5. Erasumus student exchange program
  6. Scottish Funding Council
  7. Shasun Pharma Solutions
  8. Engineering and Physical Sciences Research Council [EP/I004769/1, EP/I004769/2] Funding Source: researchfish
  9. EPSRC [EP/I004769/1, EP/I004769/2] Funding Source: UKRI

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Nitrogen-containing aromatic heterocycles (azaarenes) are of widespread chemical significance, and chiral compounds containing azaarenes feature prominently in pharmaceuticals, agrochemicals, and natural products. This Perspective highlights the use of a relatively underdeveloped strategy to prepare chiral azaarene-containing compounds: exploitation of the C=N bond embedded within certain azaarenes to activate adjacent functionality in catalytic asymmetric reactions. Work in this area has resulted in the development of several different types of catalytic enantio-selective processes, including reductions, nucleophilic additions, and reductive couplings. It is hoped that this Perspective will encourage more researchers to work in this promising area.

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