4.7 Article

(1S)-(-)-N-Trifluoromethylthio-2,10-camphorsultam and its derivatives: easily available, optically pure reagents for asymmetric trifluoromethylthiolation

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 4, Issue 6, Pages 1051-1057

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo00042a

Keywords

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Funding

  1. National Natural Science Foundation of China [21625206, 21632009, 21372247, 21572258, 21421002]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]

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A family of easily scalable, shelf-stable, optically pure reagents (1S)-(-)-N-trifluoromethylthio-2,10-camphorsultam 1a-c was successfully developed. In particular, compound 1c was shown to be an efficient reagent that is capable of transferring chirality to other prochiral nucleophiles such as beta-ketoesters, oxindoles and benzofuranones with good to excellent enantioselectivities.

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