Catalytic Asymmetric Rearrangement of Azoalkene-Derived Sulfonium Ylides via Remote Chirality Control
The [2,3]-sigmatropic rearrangement has been widely utilized to construct C-S bonds. Herein, we report an enantioselective, intermolecular, and noncarbenoid [2,3]-sigmatropic rearrangement of sulfonium ylides using azoalkenes. This process features a broad substrate scope, high efficiency, and excellent enantioselectivity, achieving yields of up to 99% and an enantiomeric excess (ee) of up to 96%. Furthermore, the protocol demonstrated good scalability.
Authors
- Maoping Pu (ORCID: https://orcid.org/0000-0002-0745-9549)
- Xiaoming Feng (ORCID: https://orcid.org/0000-0003-4507-0478)
- Xiaohua Liu (ORCID: https://orcid.org/0000-0001-9555-0555)
- Kaixuan Wang (ORCID: https://orcid.org/0000-0002-1203-2400)
- Zhiqian Yu (ORCID: https://orcid.org/0000-0002-2441-4457)
- Shiya Li (ORCID: https://orcid.org/0009-0009-4093-7758)
- Zheng Tan (ORCID: https://orcid.org/0000-0003-2740-1229)
Institutions
- Sichuan University (CN)
- Green Chemistry (PL)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-26
- DOI
- https://doi.org/10.1021/acs.orglett.5c00825
- Citations
- 1
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China