4.7 Article

Chiral dihydroxytetraphenylene-catalyzed enantioselective conjugate addition of boronic acids to β-enaminones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 9, Pages 2375-2381

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01845k

Keywords

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Funding

  1. National Natural Science Foundation of China (NSFC) [U1804283]
  2. Central Plains Scholars and Scientists Studio Fund [2018002]
  3. Key Scientific Research Projects of Colleges and Universities in Henan Province [21A150028]
  4. Key Scientific and Technological Projects in Henan Province [212102311060]
  5. 111 Project [D17007]
  6. Henan Normal University [2020PL20]

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We report the enantioselective conjugate addition of organic boronic acids to beta-enaminones catalyzed by (S)-2,15-Cl-2-DHTP, providing high yields and moderate to excellent enantioselectivities (up to 98% ee). This catalytic system exhibits unique features including mild reaction conditions, high efficiency, broad substrate scope, and applicability to alkenylboronic acids and heteroarylboronic acids.
We report the (S)-2,15-Cl-2-DHTP-catalyzed enantioselective conjugate addition of organic boronic acids to beta-enaminones, providing the corresponding addition products in high yields and moderate to excellent enantioselectivities (up to 98% ee). This catalytic system exhibits unique features in terms of mild reaction conditions, high efficiency, broad substrate scope, and the applicability of alkenylboronic acids and heteroarylboronic acids.

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