Enantioselective synthesis of α-hydroxyalkylphosphonates
Enantioselective synthesis of α-hydroxyalkylphosphonates
复制标题
DOI：
10.1007/s11176-005-0386-8
复制
发表时间：
2005-07-01
影响因子：
0.9
通讯作者：
Kolodyazhnyi, OI
中科院分区：
文献类型：
--
作者：
Nesterov, VV;Kolodyazhnyi, OI
芳基酮膦酸酯 II 通过两步一锅法合成。第一步，亚磷酸二烷基酯与醛反应，定量得到外消旋α-羟基膦酸酯。未经分离和纯化的产物用重铬酸吡啶鎓[1, 2]氧化，高产率地形成二酮膦酸盐II。以此方式制备的酮膦酸盐II的化学纯度为90%或更高。因此，它们未经纯化就被进一步转化。如果需要，它们可以通过硅胶柱色谱法轻松纯化。
Arylketophosphonates II were synthesized by a two-step one-pot procedure. In the first step, dialkyl phosphites were reacted with aldehydes to obtain racemic a-hydroxyphosphonates in quantitative yields. The products without isolation and purification were oxidized with pyridinium dichromate [1, 2] to form dketophosphonates II in high yields. The chemical purity of ketophosphonates II prepared in this way was 90% or higher. Therefore, they were brought in further transformations without purification. If necessary, they could be easily purified by column chromatography on silica gel.