An Economical, Highly Efficient and Recyclable Catalyst System for Asymmetric Dihydroxylation of Olefins

摘要

A reusable cinchona alkaloid derivative ligand, which could be easily synthesized by two step transformation with cheap 3,6-dichloropyridazine and quinine as materials, was applied to homogeneous asymmetric dihydroxylation of olefins with NMO as co-oxidant in Me2CO-H20 system and the products could be extracted with Et2O from the recyclable catalyst system. 80%---93% yield and 51%-99% ee have been obtained. When trans-stilbene was chosen as the substrate for recycling experiment, 88%-92% yield and >99% ee have been obtained for ten recycles.