Synthesis ofP,P′-Heterotopic Binaphthyldiphosphanes (BINAPP′) Devoid ofC2 Symmetry from 2,2′-Binaphthol
作者:Serafino Gladiali、Antonio Dore、Davide Fabbri、Serenella Medici、Giovanna Pirri、Sonia Pulacchini
DOI:10.1002/1099-0690(200008)2000:16<2861::aid-ejoc2861>3.0.co;2-v
日期:2000.8
1'-binaphthalene-2,2'-diol (BINOL) through conversion into the ditriflate followed by sequential substitution of triflate groups mediated by palladium or nickel catalysts. The selective monosubstitution of the triflate has been achieved by introducing the first phosphorated substituent in the form of phosphane oxide through a Pd-catalyzed reaction. The otolyl- substituted diphosphane 4c is a chiral inducer that is more
从 1,1'-联萘-2,2'-二醇 (BINOL) 到 1,1'-联萘的 2-和 2'-位引入两个不等价的二芳基膦酰基取代基已通过四个步骤成功地转化为双氟甲磺酸酯,随后在钯或镍催化剂的介导下依次取代三氟甲磺酸酯基团。三氟甲磺酸酯的选择性单取代是通过 Pd 催化反应以氧化膦形式引入第一个磷酸化取代基来实现的。邻甲苯基取代的二膦 4c 是一种手性诱导剂,在 Rh 催化的乙酰氨基丙烯酸衍生物的不对称氢化和 Pd 催化的 1,3-二苯基丙-2-烯基乙酸酯(85 % ee)。