NU 2013-121

Inventors

Javier Izquierdo-Ferrer

Karl A. Scheidt*

Short Description

A novel catalysis strategy for production of biologically active seven-membered ring molecules

Abstract

Synthesis of novel chemical compounds is a common prerequisite for drug discovery efforts today. While synthetic chemistry has advanced at a steady pace over the years, some chemical constructs remain notoriously difficult to synthesize in quantity. Seven-membered ring molecules are a class of biologically active compounds predicted to have many biological applications, however synthetic routes to prepare them are scarce. Northwestern University researchers have developed a novel method for synthesizing seven-membered ring molecules, which involves combining two distinct Lewis bases as reaction activators or catalysts. Moreover, this synthesis provides good yields of target compounds with high enantiomer selectivity, critical to drug efficacy and safety. This innovative approach expands seven-member ring synthetic chemistry and promises a practical route to a range of novel compounds and applications.

Applications

• Drug discovery
• Synthesis of biologically active molecules

Advantages

• High yield
• Excellent enantioselectivity
• Easily accessible and inexpensive starting materials
• Enhanced range of modifications

Publications

Izquerido J, Orue A, Scheidt, KA (2013) A Dual Lewis Base Activation Strategy for Enantioselective Carbene- Catalyzed Annulations. Journal of the American Chemical Society. 135: 10634-10637.

IP Status

US patent application has been filed.