2. Academic Validation
  3. A convenient procedure for the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides and alkenes

A convenient procedure for the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides and alkenes

  • Org Lett. 2005 Oct 13;7(21):4569-72. doi: 10.1021/ol0514653.
Carlos Alemparte 1,  Gonzalo Blay,  Karl Anker Jørgensen
Affiliations

Affiliation

  • 1 Danish National Research Foundation, Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark.
PMID: 16209481 DOI: 10.1021/ol0514653
Abstract

[reaction: see text] Silver fluoride and cinchona Alkaloids catalyze the diastereo- and enantioselective 1,3-dipolar cycloaddition between azomethine ylides, generated from N-alkylideneglycine esters, and acrylates to give the corresponding endo-adducts. Azomethine ylides derived from aromatic and aliphatic aldehydes react in a highly diastereoselective reaction with good yields and enantioselectivities of the substituted pyrrolidines.

Figures
Products