Accessing spiropiperidines from dihydropyridones through tandem triflation–allylation and ring-closing metathesis (RCM)

Abstract

We report an approach to build 2-spiropiperidine moieties starting from dihydropyridones through a tandem triflation–allylation reaction followed by ring-closing metathesis and then Pd-catalyzed functionalization.

Synthesis and Chemoinformatic Analysis of Fluorinated Piperidines as 3D Fragments for Fragment-Based Drug Discovery

“…Based on our previous reports, we obtained dihydropyridinones A and envisioned their conversion to fluorinated piperidines fragments with two main structural concerns, (1) three-dimensionality and (2) ease in the synthesis and functionalization, to reach one of the “fragment sociability” requirements …”

“…Over the years, our laboratory has acquired knowledge in obtaining various piperidones and piperidines from amino acids . The piperidine ring is a molecular scaffold found in many natural products and remains very attractive for pure synthetic challenges as chemical diversity, , stereochemistry, , and three-dimensionality. , The piperidinyl frame is also found in many drug entities , and in fragment libraries .…”