Copper, Boron and Vinyl Epoxides: from 1,4-Diols to Cyclopropylboronates

Abstract

Herein we describe the reactivity found between vinyl epoxides and catalytically generated copper-boryl complexes. By tuning the substituents of the alkene and/or the reaction conditions, 1,4-diols, allylic alcohols or cyclopropylboronates can be prepared. The stereochemical information of the vinyl epoxide is transferred to the products with high levels of stereocontrol.

Keywords

• boron
• copper catalysis
• cyclopropanes
• stereoseletive synthesis
• vinyl epoxides