Abstract
The enantioselectivity of a Pd-catalyzed domino Heck-Mizoroki cyclization is dramatically enhanced by ligand and solvent choice. Electron-deficient ligands such as (R)-DIFLUOPPHOS gave 5 in %ee values ranging from 94% ee to >99% ee. EtOH was found to be superior to other solvents traditionally used in Heck-Mizoroki reactions, generally showing increases in enantioselectivity when compared to toluene. It is also shown that microwave heating accelerates the reaction in either solvent and allows for a longer catalyst lifetime without eroding the %ee.
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