4.8 Article

Enantioselective N-H Insertion Reaction of a-Aryl a-Diazoketones: An Efficient Route to Chiral a- Aminoketones

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 15, Pages 3913-3916

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201400236

Keywords

asymmetric catalysis; carbenes; chiral proton shuttle; chiral -aminoketones; diazo compounds

Funding

  1. National Natural Science Foundation of China
  2. National Basic Research Program of China [2012CB821600]
  3. 111 project of the Ministry of Education of China [B06005]
  4. Program for New Century Excellent Talents in University [NCET-10-0516]

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A highly enantioselective NH insertion reaction of -diazoketones was developed by using cooperative catalysis by dirhodium(II) carboxylates and chiral spiro phosphoric acids. The insertion reaction provides a new access route to diverse chiral -aminoketones, which are versatile building blocks in organic synthesis, with fast reaction rates, good yields and high enantioselectivity under mild and neutral conditions.

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