An Efficient Synthesis of 2-Trimethylsilyl-2-propenal, A Useful Three-Carbon Synthon

Abstract

A formal efficient synthesis of 2-trimethylsilyl-2-propenal (2), a potentially useful synthetic reagent, is hereby described. The readily available α-bromovinyltrimethylsilane can be converted into 2-trimethylsilyl-2-propen-1-ol (1) via Grignard formation followed by addition of paraformaldehyde. The alcohol 1 can be oxidized using Jones reagent or PCC to yield the desired aldehyde 2.