503607-18-9Relevant academic research and scientific papers
Studies on the 1,2-brook rearrangement of bissilyl ketones
Kirschning, Andreas,Luiken, Silke,Migliorini, Antonella,Loreto, Maria Antonietta,Vogt, Monika
experimental part, p. 429 - 432 (2009/08/09)
The first 1,2-Brook rearrangements with bis(dimethylphenylsilyl) ketone, initiated after addition of different C- and S-nucleophiles, are described. The resulting, newly formed carbanion can be trapped with electrophiles thus paving the way for utilizing bissilyl ketones as formyl dianion equivalents in the future. Georg Thieme Verlag Stuttgart.
1,1-Disilyl alcohols as d1 synthons: Harnessing the 1,2-Brook rearrangement
Fleming, Ian,Lawrence, Annabel J.,Richardson, Robert D.,Surry, David S.,West, Mark C.
, p. 3349 - 3365 (2007/10/03)
1,1-Disilyl alcohols like 6 give the silyl ethers like 9 on treatment with base and alkyl halides, in a reaction which may be formulated as the alkylation of the Brook-rearranged carbanion 8. The products can be oxidised to give ketones like 10, showing that this Brook-rearranging system supplies a controlled d1 synthon of the acyl anion class. The alcohols can be prepared from the acid chloride 12 and dimethyl(phenyl)silyllithium, but the intermediate anion 21 need not be worked up; it can be used directly in the alkylation step.
