Enantioselective Pd-Catalyzed Decarboxylative Allylic Alkylation of Thiopyranones. Access to Acyclic, Stereogenic α-Quaternary Ketones.

نویسندگان

  • Eric J Alexy
  • Scott C Virgil
  • Michael D Bartberger
  • Brian M Stoltz
چکیده

A catalytic, enantioselective decarboxylative allylic alkylation of 4-thiopyranones is reported. The α-quaternary 4-thiopyranones produced are challenging to access by standard enolate alkylation owing to facile ring-opening β-sulfur elimination. In addition, reduction of the carbon-sulfur bonds provides access to elusive acyclic α-quaternary ketones. The alkylated products are obtained in up to 92% yield and 94% enantiomeric excess.

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عنوان ژورنال:
  • Organic letters

دوره 19 19  شماره 

صفحات  -

تاریخ انتشار 2017