Ring opening of pymisyl-protected aziridines with organocuprates
Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
The pyrimidine-2-sulfonyl (pymisyl) group is introduced as a new protecting group that can be used to activate aziridines towards ring opening. It is readily introduced and removed under mild conditions. Regioselective ring opening of pymisyl-protected 2-methyl-aziridine with organocuprates gives the corresponding sulfonamides in high yields, and the pymisyl group can subsequently be removed upon treatment with a thiolate. The versatility of this new nitrogen protecting group is illustrated with a new synthesis of Selegiline, a monoamine oxidase-B inhibitor marketed for the treatment of Parkinson's disease.
Originalsprog | Engelsk |
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Tidsskrift | Chemistry: A European Journal |
Vol/bind | 16 |
Udgave nummer | 41 |
Sider (fra-til) | 12474-12480 |
ISSN | 0947-6539 |
DOI | |
Status | Udgivet - 2010 |
- Det tidligere Farmaceutiske Fakultet
Forskningsområder
ID: 22728172