Biocatalytic Friedel–Crafts Acylation and Fries Reaction

نویسندگان

  • Nina G Schmidt
  • Tea Pavkov-Keller
  • Nina Richter
  • Birgit Wiltschi
  • Karl Gruber
  • Wolfgang Kroutil
چکیده

The Friedel-Crafts acylation is commonly used for the synthesis of aryl ketones, and a biocatalytic version, which may benefit from the chemo- and regioselectivity of enzymes, has not yet been introduced. Described here is a bacterial acyltransferase which can catalyze Friedel-Crafts C-acylation of phenolic substrates in buffer without the need of CoA-activated reagents. Conversions reach up to >99 %, and various C- or O-acyl donors, such as DAPG or isopropenyl acetate, are accepted by this enzyme. Furthermore the enzyme enables a Fries rearrangement-like reaction of resorcinol derivatives. These findings open an avenue for the development of alternative and selective C-C bond formation methods.

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عنوان ژورنال:

دوره 56  شماره 

صفحات  -

تاریخ انتشار 2017