4.8 Article

Pd-Catalyzed Enantioselective Heck Reaction of Aryl Triflates and Alkynes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 49, Pages 19246-19251

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b10883

Keywords

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Funding

  1. NSFC [21425205, 21672067, 21690063]
  2. 973 Program [2015CB856600]
  3. Program of Eastern Scholar at Shanghai Institutions of Higher Learning
  4. Innovative Research Team of Ministry of Education

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The first palladium-catalyzed asymmetric Heck reaction between aryl triflates and alkynes to give trisubstituted allenes with high er under mild reaction conditions is described. The key to the success is the discovery and fine-tuning of the different N-substituents of Xu-Phos, which ensure the enantioselectivity and reactivity. Synthetic transformation of the chiral allenes with high chirality transfer was also demonstrated.

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