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Synthesis of fused-β-lactams through selective gold-catalyzed oxycyclization of dioxolane-tethered enynes

AuthorsAlcaide, Benito ; Almendros, Pedro ; Martínez del Campo, Teresa; Torres, M. R.
Issue Date2013
PublisherAmerican Chemical Society
CitationJournal of Organic Chemistry 78: 8956- 8965 (2013)
AbstractThe gold-catalyzed preparation of 2-azetidinone-fused oxacycles was accomplished from β-lactam-linked enynes through heterocyclization reaction taking advantage of the acetonide pendant group. While the synthesis of fused tetrahydrofuran-β-lactams from 1,3-enynes could be considered as an unusual metal-catalyzed cyclization of enynols, α-alkoxy dioxolane-tethered 1,3-enynes exclusively undergo bis-oxycyclization to afford tricyclic bridged acetals. © 2013 American Chemical Society.
Identifiersdoi: 10.1021/jo401390k
issn: 0022-3263
e-issn: 1520-6904
Appears in Collections:(IQOG) Artículos
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