Synthesis of polysubstituted 3-hydroxypyridines via the revisited hetero-Diels–Alder reaction of 5-alkoxyoxazoles with dienophiles

Cyrille Sabot, Emilia Oueis, Xavier Brune, Pierre Yves Renard

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

A general and single-step access to polysubstituted 3-hydroxypyridine scaffolds via hetero-Diels–Alder (HDA) reactions between readily prepared 5-ethoxyoxazoles and dienophiles is reported. The HDA reaction, run in the presence of Nd(OTf)3 at room temperature, was successfully applied to various 5-ethoxyoxazoles showing good functional group tolerance, and led to a straightforward process to obtain useful building-blocks.

Original languageBritish English
Pages (from-to)768-770
Number of pages3
JournalChemical Communications
Volume48
Issue number5
DOIs
StatePublished - 12 Dec 2012

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