Organocatalyzed enantioselective Michael additions of nitroalkanes to enones by using primary-secondary diamine catalysts.

Primary-secondary diamines perform as efficient organocatalysts for the asymmetric addition of nitroalkanes to enones, giving the Michael adducts with excellent yields and enantioselectivities.

Highly enantio- and diastereoselective synthesis of alpha-trifluoromethyldihydropyrans using a novel bifunctional piperazine-thiourea catalyst.

The first enantioselective Michael addition of alpha-cyanoketones to alpha,beta-unsaturated trifluoromethyl ketones using a novel piperazine-thiourea catalyst was described. The resulting alpha-trifluoromethyldihydropyrans were obtained in high yields and with up to 95% ee within a short reaction time. A useful transformation of the chiral adduct was also illustrated.

Enantioselective synthesis of functionalized fluorinated cyclohexenones via robinson annulation catalyzed by primary-secondary diamines.

Primary-secondary diamine catalysts were used to catalyze the asymmetric Robinson annulation to synthesize multiply substituted fluorinated chiral cyclohexenones with two contiguous stereogenic centers, one of which is a fluorinated quaternary chiral center, with excellent enantioselectivities and diastereoselectivities in moderate to good yields.