4.8 Article

Stereoselective Synthesis of Fused Aziridines via One-Pot Sequential Decarboxylative Mannich Reaction and Oxidative C-H Amination of Cyclic Imines with β-Ketoacids

Journal

ORGANIC LETTERS
Volume 18, Issue 3, Pages 520-523

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03551

Keywords

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Funding

  1. National Natural Science Foundation of China [21225208, 21472137, 21532008]
  2. National Basic Research Program of China (973 Program) [2014CB745100]
  3. Tianjin Municipal Science & Technology Commission [14JCQNJC06200]

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A novel one-pot sequential transformation via decarboxylative Mannich reaction (DMR) and oxidative C-H amination of cyclic imines with beta-ketoacids is described. This methodology has been utilized to provide access to fused aziridines with excellent diastereoselectivity. Several examples of catalytic enantioselective sequential transformation are presented.

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