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Title

Divergent Reactivity of 2-Azetidinone-Tethered Allenols with Electrophilic Reagents: Controlled Ring Expansion versus Spirocyclization

AuthorsAlcaide, Benito CSIC ORCID; Almendros, Pedro CSIC ORCID ; Luna, Amparo; Torres, M. Rosario
KeywordsAllenes
Chemoselectivity
Heterocycles
Rearrangement
Regioselectivity
Issue DateMar-2010
PublisherWiley-VCH
CitationAdvanced Synthesis and Catalysis 352(4): 621-626 (2010)
AbstractA dual reactivity of 2-azetidinone-tethered allenols may occur by judicious choice of the electrophilic reagents, namely halogenating versus selenating reagents. Using common substrates, structurally different compounds, namely tetramic acids (from N-bromosuccinimide) or spirocyclic seleno-b-lactams (from N-phenylselenophthalimide), can be readily synthesized by these divergent protocols.
Description6 páginas, 1 figura, 4 esquemas, 2 tablas.-- Comunicación en word es el articulo post-print.
Publisher version (URL)http://dx.doi.org/10.1002/adsc.200900864
URIhttp://hdl.handle.net/10261/29477
DOI10.1002/adsc.200900864
ISSN1615-4150
Appears in Collections:(IQOG) Artículos

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