Photoexcited Hantzsch Ester and Cobalt Catalysis Enable Diastereo- and Enantioselective Allylation of Aldehydes
Herein, we present the diastereo- and enantioselective allylation of aldehydes with allylic carbonates by merging cobalt catalysis and photoexcited Hantzsch ester (HE) without the utilization of exogenous photocatalysts. Various (Z/E-mixed) linear and branched allylic carbonates as well as aryl and alkyl aldehydes are well compatible in this protocol, affording an array of homoallylic alcohols in good to high yields (up to 89%) with high diastereoselectivities (up to >20/1 dr) and enantioselectivities (up to 98% ee). Mechanistic studies revealed that the photoexcited HE could reduce cobalt directly, thus demonstrating its dual role as a photosensitizer and sacrificial reagent.
Authors
- Jiawang Liu (ORCID: https://orcid.org/0000-0002-8548-6286)
- Jiaming Zou (ORCID: https://orcid.org/0000-0003-2549-0600)
- Weiwei Fang (ORCID: https://orcid.org/0000-0002-2701-5216)
- Qingshu Zheng (ORCID: https://orcid.org/0000-0002-6613-6598)
- Junjie Xue
- Shen Gao (ORCID: https://orcid.org/0009-0006-0731-1129)
Institutions
- Nanjing Forestry University (CN)
- Shanghai Jiao Tong University (CN)
- Bio-Synthesis (United States) (US)
- Chemical Synthesis Lab (SG)
Publication Details
- Journal
- ACS Catalysis
- Published
- 2025-04-02
- DOI
- https://doi.org/10.1021/acscatal.5c01060
- Citations
- 6
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 5.62
Funders
- National Natural Science Foundation of China
- Shanghai Jiao Tong University
- National Key Research and Development Program of China
- Fundamental Research Funds for the Central Universities