Two-Step Transesterification of Phosphates, Phosphorothioates, and Phosphonates with a Binaphthyl Group for the Synthesis of P-Chirogenic Phosphates and Phosphonates

Two-Step Transesterification of Phosphates, Phosphorothioates, and Phosphonates with a Binaphthyl Group for the Synthesis of P-Chirogenic Phosphates and Phosphonates
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DOI:
10.1055/a-1948-3003
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发表时间:
2022-11-03
影响因子:
2.6
通讯作者:
Murai, Toshiaki
Murai, Toshiaki
中科院分区:
化学4区
文献类型:
--
作者:
Endo, Chikako;Inoue, Yurika;Murai, Toshiaki

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详细研究了四配位五价有机磷化合物与二萘基的两步酯交换反应。第一步是将羟基联萘基的轴向手性转移到磷原子的中心手性上。第二步是含羟基二萘基的对氮化合物与锂烷氧化物的取代反应,生成含叔烷氧基和仲烷氧基的对氮磷酸盐和膦酸盐。
Two-step transesterification of four-coordinate pentavalent organophosphorus compounds with a binaphthyl group has been studied in detail. The first step involves transfer of the axial chirality of a hydroxybinaphthyl group to the central chirality of the phosphorus atom. The second step is the substitution reaction of P-chirogenic compounds with a hydroxybinaphthyl group with lithium alkoxides, leading to the formation of P-chirogenic phosphates and phosphonates with primary and secondary alkoxy groups.