An enantioselective chiral Brønsted acid catalyzed imino-azaenamine reaction

Org Lett. 2007 Mar 15;9(6):1065-8. doi: 10.1021/ol063112p. Epub 2007 Feb 17.

Abstract

The enantioselective Brønsted acid catalyzed addition of methyleneaminopyrrolidine to N-Boc imines has been achieved in the presence of chiral phosphoric acids derived from 3,3'-di(phenanthryl)-H8-BINOL. The corresponding aminohydrazones have been isolated in good yields with enantiomeric excesses up to 90%. [reaction: see text]