Mild and Chemoselective Triethylsilane-Mediated Debenzylation for Phosphate Synthesis

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2024 Dec 24

PMID 39718906

Authors

Luke E Hodson

Paul Joseph Tholath

Leon Jacobs

Nicole Pribut

Gouthami Pashikanti

Aletta E van der Westhuyzen

David Laws 3rd

Dennis C Liotta

Affiliations

Soon will be listed here.

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.

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