A method for preparing brevicomin and a derivative thereof is provided to synthesize isomers of the brevicomin stereo-selectively and efficiently by using an organic catalyst of an L-proline or D-proline and a Hoveyda-Grubbs catalyst. A method for preparing four kinds of isomers of brevicomin or derivatives thereof represented by the formula(1) comprises the steps of: (a) after reacting nitroso-benzene(Ph-NO) with an aldehyde(R1CHO) in the presence of an L- or D-proline catalyst, reacting it with an allyl halide to prepare a compound represented by the formula(2); (b) reacting the compound of the formula(2) in the presence of a copper salt catalyst such as copper acetate and copper sulfate to prepare a diol compound represented by the formula(3); (c) reacting the compound of the formula(3) with a vinyl ketone(R2COCHCH2) in the presence of a Hoveyda-Grubbs catalyst to prepare a compound represented by the formula(4); and (d) treating the compound of the formula(4) with an inorganic acid such as HCl in the presence of a Pd/C catalyst under the hydrogen pressure. In the formulae, each R1 and R2 is independently C1-10 alkyl, allyl or alkyl allyl group.
展开▼
