Asymmetric Cycloaddition of 1,6-Diynes with Alkenes Enabled by Ligand-to-Metal Chirality Transfer in Cobalt/Photoredox Cooperative Catalysis

Here we report a highly enantioselective cycloaddition of 1,6-diynes and alkenes mediated by cobalt/photoredox cooperative catalysis. This transformation requires a chiral monodentate phosphine ligand, which is rarely applied in such reactions because of its limited stereocontrol. DFT studies reveal that the ligand controls metal-centered chirality, enabling the synthesis of multisubstituted cyclohexadienes with excellent enantioselectivity.

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Publication Details

Journal
Organic Letters
Published
2026-01-29
DOI
https://doi.org/10.1021/acs.orglett.5c05365
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Asymmetric Cycloaddition of 1,6-Diynes with Alkenes Enabled by Ligand-to-Metal Chirality Transfer in Cobalt/Photoredox Cooperative Catalysis

R. Fujii, Keiji Yamada, Kotoko Nakagawa, Yuki Ishikawa et al.
Organic Letters
Radical Photochemical Reactions
article

Asymmetric Cycloaddition of 1,6-Diynes with Alkenes Enabled by Ligand-to-Metal Chirality Transfer in Cobalt/Photoredox Cooperative Catalysis

R. Fujii, Keiji Yamada, Kotoko Nakagawa, Yuki Ishikawa, Takeshi Yasui, Yoshihiko Yamamoto
article en

Abstract

Here we report a highly enantioselective cycloaddition of 1,6-diynes and alkenes mediated by cobalt/photoredox cooperative catalysis. This transformation requires a chiral monodentate phosphine ligand, which is rarely applied in such reactions because of its limited stereocontrol. DFT studies reveal that the ligand controls metal-centered chirality, enabling the synthesis of multisubstituted cyclohexadienes with excellent enantioselectivity.

Organic LettersVol. 28(6)
Nagoya University (JP)
Openalex Percentile: Top 72%
Radical Photochemical Reactions
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