EnantioselectivePhotoredox- and Cu-Catalyzed Cyanoalkylationof Styrenes via Deoxygenation of Alkoxyl Radicals with OrganophosphorusCompounds(III)

The enantioselective cyanoalkylation of styrenes by a cooperative photoredox and copper catalysis system has been established, providing straightforward access to structurally diverse enantioenriched alkyl nitriles in good yields with excellent enantioselectivities under mild conditions via deoxygenation of alkoxyl radicals with organophosphorus compounds­(III). In addition, the reaction features a wide substrate scope and good functional group tolerance, and the resultant alkyl nitriles could be easily converted into a series of chiral carboxylic acids, amides, esters, etc.

Publication Details

Journal
Figshare
Published
2025-02-12
DOI
https://doi.org/10.1021/acs.orglett.5c00237.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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article

EnantioselectivePhotoredox- and Cu-Catalyzed Cyanoalkylationof Styrenes via Deoxygenation of Alkoxyl Radicals with OrganophosphorusCompounds(III)

Figshare
Radical Photochemical Reactions
article

EnantioselectivePhotoredox- and Cu-Catalyzed Cyanoalkylationof Styrenes via Deoxygenation of Alkoxyl Radicals with OrganophosphorusCompounds(III)

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Abstract

The enantioselective cyanoalkylation of styrenes by a cooperative photoredox and copper catalysis system has been established, providing straightforward access to structurally diverse enantioenriched alkyl nitriles in good yields with excellent enantioselectivities under mild conditions via deoxygenation of alkoxyl radicals with organophosphorus compounds­(III). In addition, the reaction features a wide substrate scope and good functional group tolerance, and the resultant alkyl nitriles could be easily converted into a series of chiral carboxylic acids, amides, esters, etc.

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Radical Photochemical Reactions
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EnantioselectivePhotoredox- and Cu-Catalyzed Cyanoalkylationof Styrenes via Deoxygenation of Alkoxyl Radicals with OrganophosphorusCompounds(III) · Figshare (2025) | TGRS Research Map | TGRS