Gold-catalyzed preparation of annelated 2-azetidinones: Via divergent heterocyclization of enyne-tethered oxazolidines

Autor: Alcaide, Benito, Almendros, Pedro, Martínez del Campo, Teresa, Naranjo, Teresa
Přispěvatelé: European Commission, Ministerio de Economía, Industria y Competitividad (España)
Rok vydání: 2018
Předmět:
Zdroj: Digital.CSIC. Repositorio Institucional del CSIC
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Popis: The divergent and selective syntheses of two types of annelated β-lactams, namely, furan- and tetrahydropyridine-fused 2-azetidinones, have been accomplished directly from 2-azetidinone-tethered oxazolidine-enynes through gold catalysis. The decisive effect of the presence or absence of substituents at the enyne end has been disclosed. The gold-catalyzed conditions are mild enough to tolerate the selective formation of condensed β-lactams without the erosion of the stereochemical integrity of the products and without damaging the sensitive 2-azetidinone nucleus.
The financial support for this work from the MINECO and FEDER (Projects CTQ2015-65060-C2-1-P and CTQ2015-65060- C2-2-P) is gratefully acknowledged
Databáze: OpenAIRE
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