4.8 Article

Highly Enantioselective Organocatalytic α-Sulfenylation of Azlactones

Journal

ORGANIC LETTERS
Volume 16, Issue 3, Pages 672-675

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol403303k

Keywords

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Funding

  1. NSFC [21072044, 21202034]
  2. Excellent Youth Foundation of Henan Scientific Committee [114100510003]
  3. [NCET-11-0938]

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The first asymmetric alpha-sulfenylation of azlactones with N-(sulfanyl)succinimides has been developed by using cinchona alkaloid-derived squaramide as a catalyst and 4 angstrom molecular sieves as an additive. The reaction conditions were suitable to 4-alkyl and benzyl-substituted azlactones as well as N-(benzyl/alkyl/arylthio)succinimides, affording adducts with high enantioselectivities (81-94% ee).

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