913191-69-2Relevant academic research and scientific papers
Di-tert-butylmagnesium as an atom-efficient, carbon-centred base reagent for the preparation of silyl enol ethers from ketones
Kerr, William J.,Watson, Allan J. B.,Hayes, Douglas
, p. 1386 - 1390 (2008)
Di-tert-butylmagnesium has been found to be a reactive, yet non-nucleophilic and non-reductive, carbon-centred base for the deprotonation of a series of ketones. This reagent demonstrates equally high reactivity when used as either the pre-formed reagent, or in a more accessible one-pot protocol from the parent Grignard reagent, and offers improved atom-efficiency over more traditionally employed bases. Georg Thieme Verlag Stuttgart.
Enantioselective synthesis of a key "A-ring" intermediate for the preparation of 1α-fluoro vitamin D3 analogues
Giuffredi, Guy,Bobbio, Carla,Gouverneur, Veronique
, p. 5361 - 5364 (2007/10/03)
1α-Fluoro A-ring dienol 2, a useful building block for the preparation of fluorinated vitamin D3 analogues, was synthesized in eight steps from 4-{[tert-butyldimethylsilyl]oxy}-cyclohexanone. The most distinctive synthetic development to emerge from this new synthesis is an unprecedented substrate-controlled diastereoselective fluorodesilylation of an advanced dienylsilane intermediate. This is the first enantioselective route to compound 2 relying on the use of an electrophilic fluorinating reagent.
