Catalysis, Cations/*chemistry, Molecular Structure, Organometallic Compounds/*chemical synthesis/*chemistry, Organosilicon Compounds/*chemical synthesis/chemistry, Quaternary Ammonium Compounds/*chemical synthesis/*chemistry, Quinolizines/*chemistry, Sulfur Compounds/*chemistry, Trimethylsilyl Compounds/*chemical synthesis/*chemistry
European Research Association ERA-Chemistry and the Irish Research Council (IRC).
The use of Me3SiO(-)/Bu4N(+) as a general activator of organotrimethylsilanes for addition reactions has been established. The broad scope of the method offers trimethylsilanes (including acetate, allyl, propargyl, benzyl, dithiane, heteroaryl, and aryl derivatives) as bench-stable organometallics that can be readily utilized as carbanion equivalents for synthesis. Reactions are achieved at rt without the requirement of specialized precautions that are commonplace for other organometallics.
Chemistry | Medicinal-Pharmaceutical Chemistry | Medicine and Health Sciences
Das M, O'Shea DF. Bu4N(+) Alkoxide-Initiated/Autocatalytic Addition Reactions with Organotrimethylsilanes. Journal of Organic chemistry. 2014;79(12):5595-607.