First Example of Supported Microwave-Assisted Synthesis of New Chiral Bipyridines and a Terpyridine − Use in Asymmetric Cyclopropanation

Abstract

We present herein the first alumina-supported synthesis of chiral bipyridines and of a chiral C2-symmetric terpyridine conducted under microwave irradiation, and our preliminary results from copper-mediated enantioselective cyclopropanation with this terpyridine. Reaction yields were excellent and enantioselectivities of up to 87% were observed. Moreover, with trans-β-methylstyrene, a remarkable diastereoselectivity (ratio trans/cis = 7:93) was observed.