A highly enantioselective synthesis of phosphate triesters
A highly enantioselective synthesis of phosphate triesters
复制标题
磷酸三酯的高度对映选择性合成
DOI：
10.1021/ja00175a030
复制
发表时间：
1990
影响因子：
15
通讯作者：
W. Thompson
中科院分区：
文献类型：
--
作者：
Kensaku Nakayama;W. Thompson
描述了制备各种三烷基磷酸盐的两种对映体的一般方法，其对映体过量范围为87%至92%。制备了以2取代吡咯烷为手性助剂的双（2,4-二氯苯基）磷酸酯，并对其立体选择性进行了研究。基于产物磷酸盐的绝对构型以及其中一种二（2,4-二氯苯）磷酸酯的x射线结构测定的考虑表明，这些取代以磷的优势构型反转发生
A general methodology for the preparation of both enantiomers of a variety of trialkyl phosphates with enantiomeric excesses ranging from 87 to 92% is described. Bis(2,4-dichlorophenyl) phosphoramidates bearing a 2-substituted pyrrolidine moiety as the chiral auxiliary are prepared and examined for their stereoselectivity. Considerations based on both the absolute configuration of the product phosphates as well as the X-ray structural determination of one of the bis(2,4-dichlorophenyl) phosphoramidates suggest these substitutions occur with preponderant inversion of configuration at phosphorus