Photocatalytic Regio- and Stereoselective 3,4-Hydroxyacylmethylation of 1,3-Dienes with α-HaloAcylarenes and Water
Abstract A photocatalytic regio- and stereoselective 3,4-hydroxyacylmethylation of 1,3-dienes with α-halo acylarenes and water is developed, providing direct access to diverse (E)-allylic alcohols in moderate to excellent yields. This protocol features excellent regio- and stereocontrol (up to >20/1 rr and >20/1 E/Z), broad substrate scope, and gram-scale applicability. Mechanistic studies reveal a radical addition/SET oxidation/nucleophilic trapping cascade. The synthetic utility is further demonstrated by diverse product derivatizations.
Authors
- Chong‐Lei Ji (ORCID: https://orcid.org/0000-0001-7930-2324)
- Qing Xu (ORCID: https://orcid.org/0000-0002-4283-1799)
- Jianhui Chen (ORCID: https://orcid.org/0000-0002-5080-1880)
- Quan Zheng
- Biao Cheng (ORCID: https://orcid.org/0000-0003-4910-3265)
- Xinyi Chen
- Xianhao Chen
- Zhaolin Wang
Institutions
- East China University of Science and Technology (CN)
- Wenzhou University (CN)
- Quzhou City People's Hospital (CN)
- Henan Agricultural University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-10-26
- DOI
- https://doi.org/10.1021/acs.orglett.6c04316
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Henan Agricultural University
- Natural Science Foundation of Zhejiang Province