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酰基磷酰胺酯的合成采用改良的 Staudinger 反应。

Synthesis of Acyl Phosphoramidates Employing a Modified Staudinger Reaction.

机构信息

The Walter and Eliza Hall Institute of Medical Research, Parkville, Victoria 3052, Australia.

Department of Medical Biology, The University of Melbourne, Parkville, Victoria 3010, Australia.

出版信息

Org Lett. 2021 Jan 15;23(2):464-468. doi: 10.1021/acs.orglett.0c03987. Epub 2020 Dec 30.

Abstract

A one-step synthesis of acyl phosphoramidates from a variety of functionalized acyl azides has been developed employing trimethylsilyl chloride as an activating agent in a modified Staudinger reaction. The methodology was further adapted to include the in situ generation of the acyl azides from a diverse selection of carboxylic acids and hydrazide starting synthons. The reaction scope was extended to include the synthesis of imidodiphosphates and the natural product Microcin C.

摘要

已开发出一种一步法合成酰基磷酰胺的方法,该方法采用三甲基氯硅烷作为活化剂,在改良的斯塔迪格反应中使用各种功能化的酰基叠氮化物。该方法进一步适应了从各种羧酸和酰肼起始合成子原位生成酰基叠氮化物的情况。该反应范围扩大到包括亚氨基二磷酸酯和天然产物微菌素 C 的合成。

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