A modular olefination reaction between aldehydes and diborylsilylmethide lithium salts

We describe the preparation of densely functionalised 1,1-silylborylated trisubstituted alkenes, via a boron-Wittig reaction, between LiC(Bpin)(2)(SiMe3) and aliphatic or aromatic aldehydes. The condensation of diborylsilylmethide lithium salts with alpha,beta-unsaturated aldehydes provides a direct pathway to synthesize 1,1-silylborylated conjugated dienes and diynes.

Automated summary

The paper describes a method to synthesize densely functionalized 1,1-silylborylated trisubstituted alkenes using a boron-Wittig reaction between LiC(Bpin)(2)(SiMe3) and aliphatic or aromatic aldehydes. The condensation of diborylsilylmethide lithium salts with alpha,beta-unsaturated aldehydes provides a direct pathway to synthesize 1,1-silylborylated conjugated dienes and diynes.