Mechanistic investigation leads to a synthetic improvement in the hydrolytic kinetic resolution of terminal epoxides.

نویسندگان

  • Lars P C Nielsen
  • Christian P Stevenson
  • Donna G Blackmond
  • Eric N Jacobsen
چکیده

The mechanism of the hydrolytic kinetic resolution (HKR) of terminal epoxides was investigated by kinetic analysis using reaction calorimetry. The chiral (salen)Co-X complex (X = OAc, OTs, Cl) undergoes irreversible conversion to (salen)Co-OH during the course of the HKR and thus serves as both precatalyst and cocatalyst in a cooperative bimetallic catalytic mechanism. This insight led to the identification of more active catalysts for the HKR of synthetically useful terminal epoxides.

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عنوان ژورنال:
  • Journal of the American Chemical Society

دوره 126 5  شماره 

صفحات  -

تاریخ انتشار 2004