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Synthesis of Pyridiniumboranephosphonate Diesters and Related Compounds using Trityl Cation as a Borane Hydride Acceptor
Synthesis ( IF 2.6 ) Pub Date : 2020-11-09 , DOI: 10.1055/s-0040-1706569
Jacek Stawinski , Marta Rachwalak , Justyna Gołębiewska , Tomasz Jakubowski

Boranephosphonate diesters react with pyridine and some tertiary amines in the presence of dimethoxytrityl chloride used as a borane­ hydride acceptor, to afford the boron-modified phosphodiester analogues containing a P-B-N structural motif. The reaction provides a convenient entry to pyridinium- and ammoniumboranephosphonates derived from the corresponding alkyl, aryl, or nucleoside boranephosphonate diesters. Some aspects of the synthetic protocol, mechanistic features related to a possible intermediate involved, and the role of the solvents used, are discussed.



中文翻译:

用三苯甲基阳离子作为硼烷氢化物受体合成吡啶鎓硼烷膦酸酯二酯及相关化合物

在用作甲硼烷氢化物受体的二甲氧基三苯甲基氯的存在下,硼烷膦酸酯二酯与吡啶和一些叔胺反应,得到含有PBN结构基序的硼改性的磷酸二酯类似物。该反应为衍生自相应的烷基,芳基或核苷硼烷膦酸酯二酯的吡啶鎓-硼烷膦酸铵和铵盐提供了便利的入口。讨论了合成方案的某些方面,与可能的中间体有关的机械特性以及所用溶剂的作用。

更新日期:2020-11-12
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