4.8 Article

Reversal of Enantioselectivity Approach to BINOLs via Single and Dual 2-Naphthol Activation Modes

Journal

ORGANIC LETTERS
Volume 19, Issue 14, Pages 3867-3870

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01734

Keywords

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Funding

  1. National Research Foundation of Korea (NRF) grants - Korean government (MSIP) [NRF-2015R1A5A1008958, NRF-2015R1C1A2A01053504]
  2. Osaka University
  3. Grants-in-Aid for Scientific Research [17H05373, 16H01152, 16K08163] Funding Source: KAKEN

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A mechanism-driven-enantio divergent approach to chiral 1,1'-bi-2-naphthols via,catalytic asymmetric oxidative coupling of 2-naphthol derivatives is described for the first time. By utilizing 2-naphthol derivatives with low oxidation potential, the substrates,Were activated by either-chiral niononuclear or dinuclear vanadium(V) catalyst to promote distinctively different asymmetric reaction pathways: single versus dual substrate activation mechanisms.

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