期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 10, 页码 3937-3941出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406557
关键词
allylic amination; amino acids; homogeneous catalysis; platinum; total synthesis
资金
- MEXT [24390004, 24106733]
- JST
- Kobayashi International Scholarship Foundation
- JSPS
- Grants-in-Aid for Scientific Research [13J04043, 24106733] Funding Source: KAKEN
An increased supply of scarce or inaccessible natural products is essential for the development of more sophisticated pharmaceutical agents and biological tools, and thus the development of atom-economical, step-economical and scalable processes to access these natural products is in high demand. Herein we report the development of a short, scalable total synthesis of (-)-alpha-kainic acid, a useful compound in neuropharmacology that is, however, limited in supply from natural resources. The synthesis features sequential platinum-catalyzed direct allylic aminations and thermal ene-cyclization, enabling the gram-scale synthesis of (-)-alpha-kainic acid in six steps and 34% overall yield.
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