Enantioselective organocatalytic hydride reduction.

نویسندگان

  • Stéphane G Ouellet
  • Jamison B Tuttle
  • David W C MacMillan
چکیده

The first enantioselective organocatalytic hydride reduction has been accomplished. The use of iminium catalysis has provided a new organocatalytic strategy for the enantioselective reduction of beta,beta-substituted alpha,beta-unsaturated aldehydes to generate beta-stereogenic aldehydes. The use of imidazolidinone 2 as the asymmetric catalyst has been found to mediate the transfer of hydrogen to a large class of enal substrates from ethyl Hantzsch ester. The capacity of catalyst 2 to accelerate E-Z isomerization prior to selective E-olefin reduction allows the implementation of geometrically impure enals in this operationally simple protocol.

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عنوان ژورنال:
  • Journal of the American Chemical Society

دوره 127 1  شماره 

صفحات  -

تاریخ انتشار 2005