jo401967a_si_003.cif (26.74 kB)
Chiral Iminoesters Derived from d‑Glyceraldehyde in [3 + 2] Cycloaddition Reactions. Asymmetric Synthesis of a Key Intermediate in the Synthesis of Neuramidinase Inhibitors
dataset
posted on 2013-11-15, 00:00 authored by José A. Gálvez, María D. Díaz-de-Villegas, Miriam Alías, Ramón BadorreySilver-catalyzed endo-selective and copper-catalyzed exo-selective asymmetric
[3 + 2] cycloadditions of acrylates
to chiral iminoesters derived from d-glyceraldehyde have
been investigated. The reaction diastereoselectively provides highly
functionalized pyrrolidines. This approach was used to develop the
first asymmetric synthesis of a key intermediate in the synthesis
of pyrrolidine influenza neuramidinase inhibitors.