4.7 Article

Access to enantioenriched molecules with diverse fluorinated tetrasubstituted stereocenters using hydroxy as a kinetic resolution auxiliary group

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 4, Pages 1040-1047

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01493e

Keywords

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Funding

  1. NSFC [22071242, 21871260]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  3. Fujian Natural Science Foundation [2018J05035]
  4. Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences

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Developing a general method for obtaining optically pure fully substituted carbon molecules with various fluorinated groups is important but challenging. In this study, we demonstrate that by using secondary OH as a kinetic resolution auxiliary group, previously unavailable fluorinated fully substituted carbon molecules can be obtained with excellent enantioselectivities, providing an alternative solution to the limitations of known methods.
Developing a general method affording optically pure fully substituted carbon molecules bearing various fluorinated groups is highly important but very challenging. Here we show that using secondary OH as a kinetic resolution auxiliary group, a series of previously unavailable fluorinated fully substituted carbon molecules can be obtained with excellent enantioselectivities, thus providing an alternative complementary method that provides solutions to the limitations confronted by the known methods.

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