Work

Mild and Chemoselective Triethylsilane-Mediated Debenzylation for Phosphate Synthesis

Year: 2024

Type: article

Abstract: 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.

Source: Organic Letters

DOI: 10.1021/acs.orglett.4c04258