Diastereoselective iron-catalyzed cyclization

February 05, 2024

• Title:

  Diastereoselective iron-catalyzed cyclization

• Image Source:

  Diastereoselective C?H Bond Amination for Disubstituted Pyrrolidines

• Mark:

  Scheme 1

• Associated context:

  During our studies, we found that exposure of 1-azido-1-phenylhex-5-ene to catalytic quantities of 1a in the presence of di-tert-butyldicarbonate  (Boc2O)  afforded  Boc-2-phenyl-5-vinylpyrrolidine as a 3.9:1 syn:anti mixture of diastereomers  (Scheme 1).^[5] The inherent stereocontrol of the iron-catalyzed  cyclization, albeit modest, encouraged us to establish whether  diastereoselectivity could be enhanced via catalyst modification.