The Use of 2-Hydroxymethyl Benzoic Acid as an Effective Water Surrogate in the Passerini Reaction: a Straightforward Access to α-Hydroxyamides
2017
Serafini, Marta | Griglio, Alessia | Oberto, Elena | Pirali, Tracey | Tron, Gian Cesare
Dozens of strategies have been described for the synthesis of α-hydroxyamides over the years, but they share common drawbacks in terms of generality and tolerability, especially to acid labile functionalities. Here we report a truncated Passerini reaction suitable for the easy and mild preparation of functionalized α-hydroxyamides. In particular, this procedure is tolerant to acid sensitive protecting groups, which remain intact during the multicomponent reaction.
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