Regiodivergent and Enantioselective Allylic C−H Alkylation of Allyl Ethers: Optimization, Scope, Mechanism and Application
Vinyl ethers and allyl ethers are important motifs in natural products and pharmaceuticals. Among various methods toward their synthesis, direct allylic C-H functionalization of allyl ethers is one of the most efficient approaches. In this study, one of two regioisomers, a vinyl ether or an allyl ether, could be obtained, depending on whether a Lewis acid co-catalyst was present. Furthermore, branched allyl ethers were smoothly prepared in excellent regio- and enantioselectivity (up to 20 : 1 b/l, 99 % ee) by synergistic catalysis with an achiral Pd(0) complex and a chiral Lewis acid catalyst.
Authors
- Hongkai Wang (ORCID: https://orcid.org/0000-0002-1813-2162)
- Lijuan Song (ORCID: https://orcid.org/0000-0002-2349-642X)
- Jing Huang (ORCID: https://orcid.org/0000-0002-6205-0025)
- Yun‐Dong Wu (ORCID: https://orcid.org/0000-0003-4477-7332)
- Fule Wu
- Yangbin Liu (ORCID: https://orcid.org/0000-0002-1274-6104)
- Xiaoming Feng (ORCID: https://orcid.org/0000-0003-4507-0478)
- Zhuang Yang
Institutions
- Peking University (CN)
- Harbin Institute of Technology (CN)
- Sichuan University (CN)
- West China Hospital of Sichuan University (CN)
- Shenzhen Bay Laboratory (CN)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2025-02-20
- DOI
- https://doi.org/10.1002/anie.202500125
- Citations
- 7
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 6.55