Development of Asymmetric Organo Acid Catalyst Possessing Perfluorophenyl Group for Allylation Reaction

本研究是在手性有机酸催化剂用于不对称合成高烯丙基胺的基础上进行的。我们成功地合成了具有五氟苯基的手性磷酸催化剂，用于亚胺与烯丙基三甲基硅烷的高对映选择性Hosomi-Sakurai烯丙基化反应。当与3，5-二叔丁基苯甲酰胺在20%手性联苯酚衍生磷酸和80摩尔%联苯酚衍生磷酸存在下反应时，高烯丙基胺的产率较高，对映体选择性较高(90-99%ee)。

The present study was conducted based on the development of chiral organo acid catalyst for enantioselective synthesis of homoallylamines. We successfully synthesized chiral phosphoric acid catalyst possessing pentafluorophenyl group for highly enantioselective Hosomi-Sakurai allylation reaction of imines with allyltrimethylsilanes. When the reaction was conducted with 3,5-di-tert-butyl benzoyl mine in the presence of 20 mol% chiral binaphtol derived phosphoric acid and 80mol% biphenol derived phosphoric acid, the homoallylamines were obtained in good yields with high enantioselectivites (90-99% ee).