Regioselective Monoborylation of Spirocyclobutenes

We present a strategy for the synthesis of spirocyclic cyclobutanes with modulable exit vectors based on the regioselective monoborylation of spirocyclobutenes. Using an inexpensive copper salt and a commercially available bidentate phosphine, a broad variety of boryiated spirocycles have been prepared with complete regiocontrol. The boryl moiety provides a synthetic handled for further functionalization, allowing access to a wide array of spirocyclic building blocks from a common intermediate.

Automated summary

In this study, a strategy for the synthesis of spirocyclic cyclobutanes with modulable exit vectors based on the regioselective monoborylation of spirocyclobutenes is presented. A wide variety of boryiated spirocycles have been prepared with complete regiocontrol using inexpensive copper salt and a commercially available bidentate phosphine. The boryl moiety serves as a synthetic handled for further functionalization, allowing access to a diverse array of spirocyclic building blocks from a common intermediate.