Catalyst-Controlled Regioselectivity Switching in the Bromolactonization of ( <i>Z</i> )-Stilbenecarboxylic Acids
)-stilbenecarboxylic acids has been developed, wherein regioselectivity is controlled by the catalyst. Nitrogen-centered catalysts such as tetramethylguanidine afford five-membered lactones, whereas sulfur-centered catalysts, including thioureas, give the corresponding six-membered isomers. DFT calculations provide mechanistic insight into the origin of the observed regioselectivity switching.
Authors
- Masayuki Sugano
- Ken‐ichi Yamada (ORCID: https://orcid.org/0000-0002-4136-0761)
- Wakana Mochizuki
- Tatsuya Fujiwara
- Tsubasa Inokuma (ORCID: https://orcid.org/0000-0002-2331-2758)
Institutions
- Tokushima University (JP)
- Kumamoto University (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-07-01
- DOI
- https://doi.org/10.1021/acs.orglett.6c02195
- Primary Topic
- Vanadium and Halogenation Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Fugaku Trust for Medicinal Research
- University of Tokushima
- Mochida Memorial Foundation for Medical and Pharmaceutical Research
- Japan Science Society
- Japan Society for the Promotion of Science
- Japan Science and Technology Agency