4.7 Article

H-8-BINOL chiral imidodiphosphoric acid catalyzed highly enantioselective aza-Friedel-Crafts reactions of pyrroles and enamides/imines

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 38, Pages 8054-8057

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc00685f

Keywords

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Funding

  1. National Natural Science Foundation of China [21202059]
  2. China Postdoctoral Science Foundation [2013M541287]
  3. Jilin Province Science & Technology Development Program [20100538, 20110436, 201215033]

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The first enantioselective aza-Friedel-Crafts reaction between pyrroles and enamides has been achieved by using a novel H-8-BINOL-type imidodiphosphoric acid catalyst. This methodology was also applied to the highly enantioselective aza-Friedel-Crafts reaction between pyrroles and imines. The catalyst loadings in these two reactions are low (0.3-2 mol%). Both processes are amenable to gram scales.

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