Efficient Asymmetric Hydrogenation of .BETA.- and .GAMMA.-Amino Ketone Derivatives Leading to Practical Synthesis of Fluoxetine and Eprozinol.
作者:Shunji SAKURABA、Kazuo ACHIWA
DOI:10.1248/cpb.43.748
日期:——
N-(Methylcarbamoyl)-4-(dicyclohexylphosphino)-2-[(diphenylphosphino)methyl]pyrrolidine (MCCPM)- and N-(tert-butoxycarbonyl)-4-(dicyclohexylphosphino)-2-[(diphenylphosphino)methyl]pyrrolidine (BCPM)-rhodium(I) complexes werer efficient catalysts for asymmetric hydrogenations of β- and γ-amino ketone hydrochloride derivatives. Utilizing this methodology, we have developed efficient syntheses of fluoxetine and eprozinol from intermediate optically active amino alcohols.
N-(甲基氨基)-4-(二环己基膦)-2-[(二苯基膦)甲基]吡咯烷(MCCPM)和N-(叔丁氧羰基)-4-(二环己基膦)-2-[(二苯基膦)甲基]吡咯烷(BCPM)-铑(I)配合物是对β-和γ-氨基酮盐酸盐衍生物进行不对称氢化的有效催化剂。利用这一方法,我们开发了从中间光学活性氨基醇合成氟西汀和依普罗齐诺的高效合成方法。