Reenvisioning the De Mayo Reaction: A Boron‐Enabled Cycloaddition Approach
Abstract
The De Mayo reaction is an established process in chemical synthesis for the synthesis of 1,5-dicarbonyls or cyclobutanols in selected cases. Herein, we present a reevisioned approach that utilizes alkenylboronates as surrogates for 1,3-dicarbonyls. The process allows for delayed controlled synthesis of the traditional De Mayo products. Elaboration of the C─B bond in the product was also demonstrated. A key aspect of the study is the identification of a rigid oxy-boracycle as a key intermediate to allow for bimolecular cycloaddition to occur. Mechanistic experiments are provided to clarify the importance of the chelate.
Fields of Study & Subjects
Organoboron and organosilicon chemistry
Phosphorus compounds and reactions
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Volume
- 65
- Issue
- 29
- Pages
- e25317–e25317
- Publication date
- 3 June 2026
- Language
- EN