Substituted cyclopropanols <i>via</i> sequential cyclopropanation and oxidative hydrolysis of vinylboronates
A scalable, diastereoselective protocol for synthesizing scarce 2-substituted cyclopropanols is presented. Our previous protocol for vinyl boron pinacolates cyclopropanation is adapted for flow conditions. This work establishes a fundamental understanding of both the stability of cyclopropanols under the formation conditions and the impact of the nature of the substituents on that stability.
Authors
- Serhii Shuvakin
- Alexander Pashenko (ORCID: https://orcid.org/0000-0001-6157-0785)
- Sergey V. Ryabukhin (ORCID: https://orcid.org/0000-0003-4281-8268)
- Alexander B. Rozhenko (ORCID: https://orcid.org/0000-0003-4022-7851)
- Dmitriy M. Volochnyuk (ORCID: https://orcid.org/0000-0001-6519-1467)
- Svitlana V. Shishkina (ORCID: https://orcid.org/0000-0002-3946-1061)
- Viacheslav Pendiukh (ORCID: https://orcid.org/0009-0003-7623-6028)
- Sergey P. Ivonin
- Oleksii M. Serhieiev
- Maksym O. Dashko
Institutions
- National Academy of Sciences of Ukraine (UA)
- Taras Shevchenko National University of Kyiv (UA)
- State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine (UA)
- Institute of Organic Chemistry (UA)
- Enamine (Ukraine) (UA)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00691k
- Citations
- 2
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Research Foundation of Ukraine