| 摘要 |
PURPOSE:To produce the optically active titled compound having high optical purity, in high yield and purity, by reacting an optically active enamine with a fluorine-containing halide in the presence of a specific metal and catalyst under the action of ultrasonic wave, and treating the product with an acid. CONSTITUTION:The objective optically active fluorine-containing carbonyl compound of formula IV (* is chiral carbon atom) is produced by (1) reacting the carbonyl compound of formula I (R<1> and R<2> are univalent hydrocarbon group or hetero-hydrocarbon group, or together form a bivalent hydrocarbon group or hetero-hydrocarbon group forming a ring; R<3> is H or hydrocarbon group) with the optically active proline derivative of formula II (R<4> is hydrocarbon group), (2) reacting the resultant optically active enamine of formula III with the fluorine-containing halide of formula RfX (Rf is fluorine-containing hydrocarbon group; X is halogen) in the presence of a metal such as zinc powder and a catalyst such as dicyclo (pi-cyclopentadienyl)titanium, etc. under the action of ultrasonic vibration, and (3) treating the reaction product with an acid such as sulfuric acid. |
