Catalytic Epoxidation of Carbonyl Compounds via Carbonyl Ylides: from Racemic to Enantioselective

• Published in: Chemistry : a European journal Vol. 30; no. 41; pp. e202401389 - n/a
• Main Authors: Qi, Lin‐Jun, Zhou, Bo, Ye, Long‐Wu
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 19.07.2024
• Subjects: Carbonyl compound; Carbonyl compounds; Carbonyl ylide; Carbonyls; Chemical reactions; Chemical synthesis; Enantiomers; Epoxidation; Epoxide; Epoxides; Metal carbene; Transition metals; Carbonyl ylide; Metal carbene; Epoxide; Carbonyl compound
• ISSN: 0947-6539; 1521-3765; 1521-3765
• DOI: 10.1002/chem.202401389

Transition metal‐catalyzed epoxidation of carbonyl compounds through carbonyl ylides represents a highly effective method for synthesizing a diverse range of valuable epoxides. This review offers an in‐depth overview of the latest developments in inter‐ and intramolecular epoxidation reactions involving metal carbenes and carbonyl compounds, encompassing both racemic to enantioselective transformations. These catalytic epoxidations are reviewed by highlighting their product selectivity, diversity and applicability, and the related mechanistic rationale is showcased where possible. A review of catalytic epoxidation of carbonyl compounds via carbonyl ylides is presented. This review offers an in‐depth overview of the latest developments in inter‐ and intramolecular epoxidation reactions involving metal carbenes and carbonyl compounds, encompassing both racemic to enantioselective transformations. The remained challenges and opportunities for future breakthroughs in this area are also discussed.