Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 5, Issue 5, Pages 817-821Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qo00950j
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Funding
- MINECO
- FEDER [CTQ2015-65060-C2-1-P, CTQ2015-65060-C2-2-P]
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The divergent and selective syntheses of two types of annelated -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 -lactams without the erosion of the stereochemical integrity of the products and without damaging the sensitive 2-azetidinone nucleus.
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