1,3-Bis(triisopropylsilyl)propyne

使用1,3-Bis(triisopropylsilyl)propyne is a precursor of a stereoselective bulky C3 nucleophile, functionalized Peterson reagent.The main use of the title reagent is as a precursor of the lithium derivative. 1,3-Bis(triisopropylsilyl)propyne is cleanly lithiated by treatment with equiv of n-butyllithium in THF at 20°C (15 min) to what is probably an equilibrium mixture of propargylic and allenic species (1) and (2) (eq 1).The bulky triisopropylsilyl (TIPS) group serves as a controlling group in the addition of (1/2) to electrophiles.