Boryl Radical-Promoted Deoxygenative Alkylation of Benzyl Acetates

Nan-Nan Liu; Xuan-Chen Wan; Li-Wen Hui; Feng-Lian Zhang; Yi-Feng Wang

doi:10.1055/s-0042-1751463

Synthesis, Table of Contents

Synthesis 2024; 56(11): 1719-1726
DOI: 10.1055/s-0042-1751463

paper

New Trends in Organic Synthesis from Chinese Chemists

Boryl Radical-Promoted Deoxygenative Alkylation of Benzyl Acetates

Nan-Nan Liu

,

Xuan-Chen Wan

,

Li-Wen Hui

,

Feng-Lian Zhang∗

,

Yi-Feng Wang∗

Abstract

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Abstract

Deoxygenative alkylation of benzyl alcohols was realized by using acetate as the alcohol activation group. The C–O bond homolysis is achieved by a boryl radical-promoted β-scission process. The strategy is amenable to a variety of benzyl alcohols, including primary, secondary, and more challenging tertiary alcohols. The synthetic practicability was demonstrated by a gram-scale one-pot reaction.

Key words

deoxygenative alkylation - C–O bond activation - reduction - boryl radical

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References

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