Cu-Catalyzed Reductive Coupling of Allylic and Carbonyl Electrophiles

We report herein Cu-catalyzed syntheses of secondary and tertiary homoallylic alcohols. Compared to conventional carbonyl addition with nucleophilic allylation reagents, this process utilizes a reductive coupling strategy in which electrophilic allylic esters couple with carbonyl compounds with B<sub>2</sub>pin<sub>2</sub> as the reductant. Notably, the approach employs an earth-abundant metal catalyst without using cryogenic conditions.

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Publication Details

Journal
Organic Letters
Published
2026-03-12
DOI
https://doi.org/10.1021/acs.orglett.6c00497
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Cu-Catalyzed Reductive Coupling of Allylic and Carbonyl Electrophiles

Ming Chen, Vaughn Beale
Organic Letters
Catalytic C–H Functionalization Methods
article

Cu-Catalyzed Reductive Coupling of Allylic and Carbonyl Electrophiles

Ming Chen, Vaughn Beale
article en

Abstract

We report herein Cu-catalyzed syntheses of secondary and tertiary homoallylic alcohols. Compared to conventional carbonyl addition with nucleophilic allylation reagents, this process utilizes a reductive coupling strategy in which electrophilic allylic esters couple with carbonyl compounds with B<sub>2</sub>pin<sub>2</sub> as the reductant. Notably, the approach employs an earth-abundant metal catalyst without using cryogenic conditions.

Organic LettersVol. 28(12)
Virginia Tech (US)
Openalex Percentile: Top 23%
Catalytic C–H Functionalization Methods
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