Mild and Chemoselective\nTriethylsilane-Mediated Debenzylation\nfor Phosphate Synthesis

The synthetic utility of tetrabenzyl pyrophosphate for\nachieving\nchemoselective phosphorylation of phenols, as well as primary, secondary,\nand tertiary alcohols, is reported here. Additionally, we introduce\na rapid, mild, and chemoselective debenzylation procedure, enabling\naccess to phosphates in the presence of redox sensitive groups. Finally,\nstoichiometrically controlled monodebenzylation provides a versatile\nplatform for late-stage divergent synthesis of phosphodiester and\nphosphoramidate chemical libraries.

Publication Details

Journal
Figshare
Published
2024-12-24
DOI
https://doi.org/10.1021/acs.orglett.4c04258.s002
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

Mild and Chemoselective\nTriethylsilane-Mediated Debenzylation\nfor Phosphate Synthesis

Figshare
Organophosphorus compounds synthesis
article

Mild and Chemoselective\nTriethylsilane-Mediated Debenzylation\nfor Phosphate Synthesis

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Abstract

The synthetic utility of tetrabenzyl pyrophosphate for\nachieving\nchemoselective phosphorylation of phenols, as well as primary, secondary,\nand tertiary alcohols, is reported here. Additionally, we introduce\na rapid, mild, and chemoselective debenzylation procedure, enabling\naccess to phosphates in the presence of redox sensitive groups. Finally,\nstoichiometrically controlled monodebenzylation provides a versatile\nplatform for late-stage divergent synthesis of phosphodiester and\nphosphoramidate chemical libraries.

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Clean water and sanitation
Openalex Percentile: Top 60%
Organophosphorus compounds synthesis
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Mild and Chemoselective\nTriethylsilane-Mediated Debenzylation\nfor Phosphate Synthesis · Figshare (2024) | TGRS Research Map | TGRS