Hodson Luke E, Joseph Tholath Paul, Jacobs Leon, Pribut Nicole, Pashikanti Gouthami, van der Westhuyzen Aletta E, Laws David, Liotta Dennis C
Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, United States.
Org Lett. 2025 Jan 10;27(1):246-251. doi: 10.1021/acs.orglett.4c04258. Epub 2024 Dec 24.
The synthetic utility of tetrabenzyl pyrophosphate for achieving chemoselective phosphorylation of phenols, as well as primary, secondary, and tertiary alcohols, is reported here. Additionally, we introduce a rapid, mild, and chemoselective debenzylation procedure, enabling access to phosphates in the presence of redox sensitive groups. Finally, stoichiometrically controlled monodebenzylation provides a versatile platform for late-stage divergent synthesis of phosphodiester and phosphoramidate chemical libraries.
本文报道了焦磷酸四苄酯在实现酚类以及伯醇、仲醇和叔醇的化学选择性磷酸化方面的合成效用。此外，我们还介绍了一种快速、温和且具有化学选择性的脱苄基方法，能够在存在氧化还原敏感基团的情况下获得磷酸盐。最后，化学计量控制的单脱苄基为磷酸二酯和氨基磷酸酯化学文库的后期多样化合成提供了一个通用平台。
