Document details

Highly diastereoselective synthesis of aza-diels-alder reaction of danishefsky ...

Author(s): Goth, Albertino João Brito cv logo 1 ; Alves, M. José cv logo 2 ; Rodríguez-Borges, José E. cv logo 3

Date: 2012

Persistent ID: http://hdl.handle.net/1822/22423

Origin: RepositóriUM - Universidade do Minho


Description
Aza-Diels-Alder reaction is an exceptionally powerful synthetic method for the construction of six-membered nitrogen-heterocycles.[1-3] The reaction of Danishefsky's diene 1 with iminoacetates 2 (imines of glyoxylates) provides a convenient protocol for the synthesis of pipiridone adducts 3 (Scheme 1). In this context, we have performed the synthesis of various cycloadducts, precursors of a wide variety of chiral piperidines with potential use as non-natural amino acids or as precursors of biologically active compounds, including iminosugars (glycomimetics).
Document Type Conference Object
Language English
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