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Keywords:

  • asymmetric synthesis;
  • heterogeneous catalysis;
  • peptides;
  • reduction;
  • regioselectivity
Thumbnail image of graphical abstract

A resin-supported peptide catalyst (see box in the scheme) was used in the title reaction. The inherent regioselectivity was overcome by the peptide catalyst to promote the 1,6-selective reaction prior to 1,4-reduction. High stereoconvergence was also achieved when using a mixture of geometric isomers of the starting aldehydes. Ach=1-amino-1-cyclohexanecarboxylic acid.