55629-29-3Relevant academic research and scientific papers
Silicon-Directed Diene Synthesis
Brown, Paul A.,Bonnert, Roger V.,Jenkins, Paul R.,Lawrence, Nicholas J.,Selim, Mohammed R.
, p. 1893 - 1900 (2007/10/02)
A synthesis of 2-substituted-1,3-dienes is reported which uses silicon as a control element: eight aldehydes were converted into α-silyl ketones by treatment with trimethylsilylmethylmagnesium chloride and rapid Collins oxidation.Addition of vinylmagnesiu
Selective formation of alkenes from trimethylsilylmethyl ketones and from acylsilanes
Fuerstner, Alois,Kollegger, Gerlinde,Weidmann, Hans
, p. 295 - 305 (2007/10/02)
Trimethylsilylmethyl ketones, readily available from acyl chlorides, undergo a Reformatsky-Peterson reaction sequence to give 3-alkenoates regioselectively.Acylsilanes, however, react with either zinc ester enolates or trimethylsilylmethylmagnesium chloride to give the corresponding tertiary alcohols which, depending on their structure, spontaneously undergo either elimination or a Brook rearrangement-Peterson olefination sequence.These reactions allow the selective formation of vinylsilanes.
A SILICON DIRECTED DIENE SYNTHESIS
Brown, Paul A.,Bonnert, Roger V.,Jenkins, Paul R.,Selim, Mohammed R.
, p. 693 - 696 (2007/10/02)
A convenient method for the conversion of a series of aldehydes into substituted dienes is reported which uses silicon as a control element.
