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.