51666-94-5

1-(Trimethylsilyl)vinyllithium adds 1,2-additions to ketones and aldehydes; 1,4-additions to enones via the cuprates; diene synthesis; formation of vinylsilanes. It takes part in the reactions of Addition to Ketones and Aldehydes, 1,4-Additions to Enones via the Cuprates, Diene Synthesis, Reactions with Other Electrophiles, etc.

1-(Trimethylsilyl)vinyllithium is prepared in situ under an inert atmosphere by lithium–halogen exchange of (1-bromovinyl)trimethylsilane with t-butyllithium.

1. Grebel, B. T.; Seebach, D. AG 1974, 86, 102.
2. Boeckman, Jr., R. K.; Bruza, K. J. TL 1974, 3365.
3. (a) Huynh, C.; Linstrumelle, G. TL 1979, 1073. (b) Garratt, P. J.; Tsotinis, A. TL 1986, 27, 2761.