Multigram Synthesis of 3,3-Spiro-α-prolines
A series of novel spirocyclic α-proline building blocks with a spiro conjunction in position 3 of the pyrrolidine ring was prepared to employ two convenient and practical synthetic approaches. Both alternative routes utilize simple and readily available starting materials─cyclic ketones and esters─and comprise 6 and 7 steps, respectively. The methodologies feature distinct advantages, using routine organic chemistry transformations, and are suitable for producing multigram amounts of the target prolines. The approach also became valuable for spirocyclic pyroglutamic acids.
Authors
- Kostiantyn Levchenko (ORCID: https://orcid.org/0000-0002-2374-3208)
- Dmitry A. Lega (ORCID: https://orcid.org/0000-0002-4505-3646)
- Valeriya G. Makhankova (ORCID: https://orcid.org/0000-0002-0012-5108)
- 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)
- Eugeniy N. Ostapchuk (ORCID: https://orcid.org/0000-0003-2441-9255)
- N. YA. DERKACH (ORCID: https://orcid.org/0009-0005-5714-0826)
- Ievgenii A. Iermolenko
Institutions
- National Academy of Sciences of Ukraine (UA)
- Taras Shevchenko National University of Kyiv (UA)
- Lviv University (UA)
- Institute of Organic Chemistry (UA)
- Enamine (Ukraine) (UA)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-10
- DOI
- https://doi.org/10.1021/acs.joc.4c02019
- Citations
- 5
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 1.17
Funders
- National Academy of Sciences of Ukraine
- Ministry of Education and Science of Ukraine