Abstract
A catalytic diastereo- and enantiocontrolled preparation of cis-β-fluorocyclopropane carboxylates through the Rh-catalyzed cyclopropanation of alkenyl fluorides with diazoarylacetates has been realized. Rh2(S-DOSP)4 and benzyl diazoarylacetates were found to be beneficial to the cyclopropanation with high diastereoselectivity. Thirteen cis-β-fluorocyclopropane carboxylates were prepared in hexane at 0°C with good to excellent yields. The enantiomeric excess was up to 97%, and the diastereomer ratio was up to 95:5.
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