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Keywords:

  • aldehydes;
  • lactams;
  • Michael addition;
  • organocatalysis;
  • scaffold diversity synthesis
Thumbnail image of graphical abstract

Ideal for scaffold diversity synthesis: The first organocatalytic direct vinylogous Michael addition of N-Boc α,β-unsaturated γ-butyrolactam to α,β-unsaturated aldehydes has been developed. The products with multiple orthogonal sets of functionalities were transformed into diverse enantioenriched natural-product-like or drug-like molecules with fused bi-, tri-, or polycyclic scaffolds (see scheme), which might have potential for biologically related studies.