10.1021/ol702475e.s002 John W. Kramer John W. Kramer Daniel Y. Joh Daniel Y. Joh Geoffrey W. Coates Geoffrey W. Coates Carbonylation of Epoxides to Substituted 3-Hydroxy-δ-Lactones American Chemical Society 2007 epoxide carbonylation systems 3 HLs IR 2007-12-20 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Carbonylation_of_Epoxides_to_Substituted_3_Hydroxy_Lactones/2967994 Substituted 3-hydroxy-δ-lactones (3HLs) are valuable intermediates in the synthesis of pharmaceuticals and other biologically active natural products. Herein we report the first example of the catalytic carbonylation of substituted homoglycidols to 3HLs using HCo(CO)<sub>4</sub>. Upon optimization of the catalyst and reaction conditions, a functionally diverse set of 3HLs was prepared. Mechanistic insight was gained by observation of the carbonylation reaction using in situ IR spectroscopy, and we propose a mechanism that is consistent with previously studied epoxide carbonylation systems.