ChemInform Abstract: A Temporary-Bridge Strategy for Enantioselective Organocatalyzed Synthesis of Aza-Seven-Membered Rings

Autor: Sébastien Goudedranche, Thierry Constantieux, Damien Bonne, Jean Rodriguez, David Pierrot
Rok vydání: 2015
Předmět:
Zdroj: ChemInform. 46
ISSN: 0931-7597
DOI: 10.1002/chin.201518233
Popis: 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 α-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.
Databáze: OpenAIRE