Beilstein J. Org. Chem.2016,12, 628–635, doi:10.3762/bjoc.12.61
nitro-Michaeladdition; supported catalysts; thioureas; Introduction
The use of chiral bifunctional thioureas that allow the simultaneous activation of a electrophile, by hydrogen bonding, and a nucleophile, by deprotonation, plays a major role in the stereoselective formation of C–C bonds in different
the thiourea derived from (L)-valine and 1,6-hexanediamine. The catalysts can be used in only 2 mol % loading, and reused for at least four cycles in neat conditions. The ball milling promoted additions also worked very well.
Keywords: bifunctional organocatalysts; organocatalysis; stereoselective
PDF
Graphical Abstract
Figure 1:
Parent and supported bifunctional thioureas used in this work.