Temperature-Controlled Diastereoselective Doebner/Ugi Tandem Reaction

Abstract

Novel peptidomimetics containing a pyrrolone fragment were synthesized by a tandem combination of Doebner and Ugi type multicomponent reactions with controlled diastereoselectivity. This approach represents a convenient synthesis in the temperature range from 25 to 45 °C. In most cases, the new method allowed each diastereomer to be isolated separately.

Keywords

• multicomponent reactions
• doebner reaction
• ugi reaction
• peptidomimetics
• pyrrolones
• diastereoselectivity