No abstract

A practical asymmetric synthetic route to 4,4,4-trifluoro-3-hydroxybutyrophenone and the butyric acid phenyl ester is described using heterochiral crystallization through double hydrogen bonding assembly in head-to-tail fashion and sequential Baeyer-Villiger oxidation reaction by trifluoroperacetic acid.

No abstract

Bisoxazoline (BOX)-catalyzed asymmetric nucleophilic addition of diethyl zinc to fluorinated alkyl ketones successfully afforded enantioenriched fluorinated alkyl tertiary alcohols. The effect of the size of the substituent on the oxazoline ring on the stereoselectivity of the reaction was investigated. Furthermore, the enantioselectivity could be reversed by altering the BOX bridge structure while retaining the C-4 substituent on the oxazoline ring.

[reaction: see text] The highly regioselective hydrogenolysis of bis(alpha-methylbenzyl)amine derivatives proceeded with influence not from the electronic effect but from the steric effect of the trifluoromethyl substituent on the aromatic ring to provide a practical asymmetric synthesis of trifluoromethyl-substituted alpha-phenylethylamines.