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1.3 Epoxidation of Enones by Nucleophilic Oxidation

DOI: 10.1055/sos-SD-201-00050

Colonna, S.; Perdicchia, D.Science of Synthesis: Stereoselective Synthesis, (20111123.

General Introduction

Previously published information on this subject is covered in HoubenWeyl, Vol.6/3 and Vol. E 21. Enantioselective catalytic epoxidations of alkenes provide chiral epoxides that are of major importance in various branches of chemistry. Although powerful methods are known for the epoxidation of several classes of alkenes, a general highly enantioselective procedure for the epoxidation of enones remains a matter for research. Enantiomerically enriched α,β-epoxy ketones are versatile intermediates in organic synthesis and for the production of important pharmaceuticals.[‌1‌] Asymmetric epoxidation of alkenes is one of the most important reactions in organic synthesis because enantiomerically enriched epoxides can be converted into a variety of useful optically active synthetic intermediates (Scheme 1).

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