Catalytic dynamic kinetic resolutions with N-heterocyclic carbenes: asymmetric synthesis of highly substituted β-lactones.

نویسندگان

  • Daniel T Cohen
  • Chad C Eichman
  • Eric M Phillips
  • Emily R Zarefsky
  • Karl A Scheidt
چکیده

New DKR type: An N-heterocyclic carbene (NHC)-catalyzed dynamic kinetic resolution of racemic α-substituted β-keto esters has been developed. This method relies on the epimerization of an NHC-enol intermediate before subsequent aldol/acylation events. Highly substituted β-lactones are produced in good yield with good to excellent selectivities (see scheme).

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عنوان ژورنال:
  • Angewandte Chemie

دوره 51 29  شماره 

صفحات  -

تاریخ انتشار 2012