Highly Active Chiral Phosphoramide−Zn(II) Complexes as Conjugate Acid−Base Catalysts for Enantioselective Organozinc Addition to Ketones
作者:Manabu Hatano、Takashi Miyamoto、Kazuaki Ishihara
DOI:10.1021/ol702074a
日期:2007.10.1
A highly efficient enantioselective organozinc (R2Zn) addition to ketones catalyzed by chiral phosphoramide-Zn(II) complexes (1-10 mol %) has been developed. These complexes serve as conjugate Lewis acid-Lewis base catalysts. Chiral phosphoramides are derived from an inexpensive natural amino acid (i.e., L-valine). From a variety of nonactivated aromatic and aliphatic ketones, the corresponding optically
已开发出一种高效的手性磷酰胺-Zn(II)配合物(1-10 mol%)催化的酮类对映选择性有机锌(R2Zn)。这些络合物用作共轭路易斯酸-路易斯碱催化剂。手性磷酰胺衍生自廉价的天然氨基酸(即L-缬氨酸)。在温和的反应条件下,从各种非活化的芳族和脂族酮中,以高收率和高对映选择性(高达98%ee)获得了相应的旋光性叔醇。