An air-stable cationic iridium hydride as a highly active and general catalyst for the isomerization of terminal epoxides?

Chemical Communications Pub Date: 2014-07-31 DOI: 10.1039/C4CC05260A

Abstract

We describe the use of an air-stable iridium hydride catalyst for the isomerization of terminal epoxides into aldehydes with perfect regioselectivity. The system operates at low loadings of catalyst (0.5 mol%), is highly practical, scalable, and tolerates functional groups that would not be compatible with Lewis acids typically used in stoichiometric amounts. Evidence for a rare hydride mechanism are provided.

Graphical abstract: An air-stable cationic iridium hydride as a highly active and general catalyst for the isomerization of terminal epoxides
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