Bi-Shun Zeng1, Xinyi Yu1, Paul W Siu1, Karl A Scheidt1. 1. Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Chemistry of Life Processes Institute, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA.
Abstract
An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chromene alkene.
An enantioselective Pd-catalyzed n class="Chemical">6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chromene alkene.
Authors: Rebecca L Farmer; Margaret M Biddle; Antoinette E Nibbs; Xiaoke Huang; Raymond C Bergan; Karl A Scheidt Journal: ACS Med Chem Lett Date: 2010-11-11 Impact factor: 4.345