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Title

A convenient entry to 5-sp2-substituted and 5,5-disubstituted tetronic acids

AuthorsTejedor, David ; Santos-Expósito, Alicia; García-Tellado, Fernando
KeywordsAlkynes
Lactones
Aminations
Cyclizations
Michael additions
Issue Date12-Jun-2006
PublisherThieme
CitationSynlett 2006(10): 1607-1609 (2006)
AbstractA one-pot, convenient and general access to 5-sp2-substituted and 5,5-disubstituted tetronic acids is described. The protocol embodies two consecutive chemical events: a Michael addition of pyrrolidine on a secondary or tertiary γ-hydroxy-α,β-alkynyl ester derivative to give the corresponding enamine, and the subsequent acid-catalyzed hydrolysis-lactonization of this intermediate to afford the tetronic acid derivative.
Description3 pages, 1 figure, 1 table, 2 schemes.
Publisher version (URL)http://dx.doi.org/10.1055/s-2006-941596
URIhttp://hdl.handle.net/10261/13273
DOI10.1055/s-2006-941596
ISSN0936-5214
Appears in Collections:(IPNA) Artículos
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