Diethylaluminum chloride mediated vinylsilane synthesis: Comparison of different solvent systems

ML Kwan, MA Battiste, MK Macala…

Index: Kwan, Man Lung; Battiste, Merle A.; Macala, Megan K.; Aybar, Sylvia C.; James, Nicholas C.; Haoui, Joseph J. Synthetic Communications, 2004 , vol. 34, # 11 p. 1943 - 1950

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Abstract

Abstract Aromatic ketones were converted to one??carbon elongated??vinylsilanes in a convenient one??pot operation via the Peterson protocol. Reactions were conducted in two different solvents for comparison: pentane and triethylamine. Results indicate that triethylamine appeared to be a more suitable solvent for such a transformation producing vinylsilanes with great chemo??and stereo??selectivity than pentane.