<i>C</i> <sub>3</sub> ‐Symmetric Chiral Cage‐Shaped Phosphates: Synthesis and Application as Organocatalysts in Asymmetric Iodolactonizations
Abstract C 3 ‐symmetric chiral cage‐shaped phosphates that contain either a C─H or Si─Me tethered group were successfully synthesized. These phosphates were found to be air‐stable Lewis‐basic catalysts in enantioselective iodolactonization reactions where, I 2 is activated with 1,3‐dichloro‐5,5‐dimethylhydantoin (DCDMH). The C─H‐tethered phosphate demonstrated efficient catalytic activity with good enantioselectivity for the iodolactonization of pent‐4‐enoic acids. In contrast, the Si─Me‐tethered phosphate was effective in the enantioselective iodolactonization of hex‐5‐enoic acids, yielding six‐membered iodolactones.
Authors
- Makoto Yasuda (ORCID: https://orcid.org/0000-0002-6618-2893)
- Xiao Liu (ORCID: https://orcid.org/0009-0005-8026-566X)
- Akihito Konsihi
Institutions
- The University of Osaka (JP)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-04-07
- DOI
- https://doi.org/10.1002/ajoc.202500299
- Citations
- 2
- Primary Topic
- Vanadium and Halogenation Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.07
Funders
- Ministry of Education, Culture, Sports, Science and Technology
- Japan Society for the Promotion of Science
- Core Research for Evolutional Science and Technology