期刊
CHEMICAL COMMUNICATIONS
卷 50, 期 98, 页码 15605-15608出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc07731h
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资金
- Agence Nationale pour la Recherche [ANR-11-BS07-0014]
- Direction Generale de l'Armement (DGA)
- Region PACA
- Centre National de la Recherche Scientifique (CNRS)
- Aix-Marseille Universite
We report the first enantioselective organocatalyzed domino synthesis of azepane moieties. This temporary-bridge strategy is based on a conceptually original annulation of ambident electrophilic and 1,4-bis-nucleophilic alpha-ketoamides with 1,3-bis-electrophilic enals. The obtained oxygen-bridged azepanes can be selectively transformed into optically active azepanone, azepanol or azepanedione derivatives of high synthetic value.
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