1219021-64-3Relevant articles and documents
Highly diastereoselective synthesis of substituted pyrrolidines using a sequence of azomethine ylide cycloaddition and nucleophilic cyclization
Belanger, Guillaume,Darsigny, Veronique,Dore, Michael,Levesque, Francois
, p. 1396 - 1399 (2010)
(Figure Presented) Although cycloadditions of azomethine ylides usually give mixtures of endolexo adducts, we successfully tuned the mechanistic path of a new reaction cascade to afford substituted pyrrolidines In high yields and diastereomeric purity. This was achieved by forcing the demetalation of tin- or silicon-substituted iminium Ions, followed by azomethine ylide cycloaddition and nucleophilic cyclization. Structural complexity is thus built rapidly In a fully controlled one-pot reaction cascade.
