National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba, Ibaraki 305-8565, Japan.
J Org Chem. 2010 Nov 19;75(22):7924-7. doi: 10.1021/jo101540d. Epub 2010 Oct 29.
A general and efficient method for the preparation of optically active Z1Z2P(O)Cl from the easily prepared optically active H-phosphinates and H-phosphine oxides was reported. H-Phosphinates and H-phosphine oxides react stereospecifically with CuCl2 to produce the corresponding optically active Z1Z2P(O)Cl with retention of configuration at the phosphorus center. Optically active Z1Z2P(O)Cl reacts easily with a variety of nucleophiles to produce other chiral organophosphorus acid derivatives with inversion of configuration at phosphorus.
本文报道了一种从易于制备的手性 H-膦酸酯和 H-氧化膦出发制备光学活性 Z1Z2P(O)Cl 的通用、高效方法。H-膦酸酯和 H-氧化膦与 CuCl2 反应具有立体特异性,生成相应的光学活性 Z1Z2P(O)Cl,磷中心的构型保持不变。光学活性 Z1Z2P(O)Cl 易与各种亲核试剂反应,生成磷构型翻转的其他手性有机磷酸衍生物。