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Chiral iminoesters derived from d-glyceraldehyde in [3+2] cycloaddition reactions. Asymmetric synthesis of a key intermediate in the synthesis of neuramidinase inhibitors

AuthorsGálvez, José A. ; Díaz de Villegas, María D. ; Alías, Miriam; Badorrey, Ramón
Issue Date2013
PublisherAmerican Chemical Society
CitationJournal of Organic Chemistry 78(22): 11404-11413 (2013)
AbstractSilver-catalyzed endo-selective and copper-catalyzed exo-selective asymmetric [3 + 2] cycloadditions of acrylates to chiral iminoesters derived from d-glyceraldehyde have been investigated. The reaction diastereoselectively provides highly functionalized pyrrolidines. This approach was used to develop the first asymmetric synthesis of a key intermediate in the synthesis of pyrrolidine influenza neuramidinase inhibitors. © 2013 American Chemical Society.
Identifiersdoi: 10.1021/jo401967a
issn: 0022-3263
e-issn: 1520-6904
Appears in Collections:(ISQCH) Artículos
(IQFR) Artículos
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