4.7 Article

Pd-Catalyzed Dearomative Asymmetric Allylic Alkylation of Naphthols with Alkoxyallenes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 12, Pages 7896-7904

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00582

Keywords

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Funding

  1. Natural Science Foundation of China [21672048]
  2. Natural Science Foundation of Zhejiang Province [LY18B020015]
  3. Hangzhou Normal University
  4. Xihu Scholar award from Hangzhou City

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A Pd-catalyzed linear selective intermolecular asymmetric dearomative allylic alkylation reaction of naphthols with alkoxyallenes under mild reaction conditions is reported. The transformation is successfully promoted by Pd-2(dba)(3) and the chiral Trost ligand and provides a general atom-efficient protocol to obtain various beta-naphthalenones bearing an all carbon quaternary stereogenic center in good yields and chemo- and stereoselectivities.

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