合成路线1

The methylation of 7-methoxy-1-tetralone (I) with methyl iodide and potassium tert-butoxide in THF gives the 2,2-dimethyl derivative (II), which is reduced with NaBH4 and acetylated with acetyl chloride yielding the acetate (III). The reduction of (III) with diethylborohydride in TFA affords 7-methoxy-2,2-dimethyltetraline (IV), which is submitted to a Birch reduction with Li/NH3 in THF affording 2,2-dimethyl-7-methoxy-1,2,3,4,5,8-hexahydronaphthalene (V). The condensation of (V) with homofarnesyl iodide (VI) by means of BuLi in THF gives intermediate (VII), which is treated with 2-sulfanylethanol and TFA yielding the ketone (VIII). The reaction of (VIII) with KHMDS and Tf2N-Ph in THF affords the enol triflate (IX), which is selectively brominated with N-bromosuccinimide (NBS) in THF giving the bromohydrine (X). The epoxidation of (X) with K2CO3 in methanol, followed by methylation with Me2CuLi in THF yields the epoxide (XI), which is treated with SiF4 and TFA to afford the fluoroketone (XII). The stereocontroled reduction of the ketone group of (XII) with a chiral oxaazaborolidine (OABL) gives the chiral alcohol (XIII), which is epoxidized by means of sodium isopropoxide in isopropanol yielding the chiral epoxide (XIV).