4.8 Article

Transfer of Chirality in the Rhodium-Catalyzed Chemoselective and Regioselective Allylic Alkylation of Hydroxyarenes with Vinyl Aziridines

Journal

ORGANIC LETTERS
Volume 19, Issue 11, Pages 2897-2900

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01136

Keywords

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Funding

  1. National Natural Science Foundation of China [21602062, 21373088, 21425205]
  2. Ministry of Education [IRT-16R25]
  3. Shanghai Sailing Program [15YF1403600]

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By taking advantage of chirality-transfer strategy, a chemo- and regioselective allylic alkylation of naphthols and phenols with vinylaziridines provides an atom-economic and efficient method for the synthesis of enantioenriched 2-vinyl-2-arylethylamine derivatives. Use of readily available starting materials, a broad substrate scope, high selectivity, mild reaction conditions, as well as versatile functionalizations of the aromatic ethylamine products make this approach very practical and attractive.

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