Enantioselective synthesis of α-halo-α-alkylmalonates via phase-transfer catalytic α-alkylation.

نویسندگان

  • Suckchang Hong
  • Minsik Kim
  • Myunggi Jung
  • Min Woo Ha
  • Myungmo Lee
  • Yohan Park
  • Mi-hyun Kim
  • Taek-Soo Kim
  • Jihoon Lee
  • Hyeung-geun Park
چکیده

A new enantioselective synthetic method for α-halo-α-alkylmalonates is reported. α-Alkylation of diphenylmethyl tert-butyl α-halomalonates under phase-transfer catalytic conditions (solid KOH, toluene, -40 °C) in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide (5 mol%) afforded diphenylmethyl tert-butyl α-halo-α-alkylmalonates in very high chemical yields (up to 99%) and optical yields (up to 93% ee).

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 12 9  شماره 

صفحات  -

تاریخ انتشار 2014