476682-60-7Relevant academic research and scientific papers
Facile one-pot procedure for Et3Al-promoted asymmetric pinacol-type rearrangement
Shionhara, Tomoichi,Suzuki, Keisuke
, p. 141 - 146 (2007/10/03)
A facile procedure for the synthesis of enantiomerically pure α-substituted ketones is described. The pinacol-type 1,2-shift of sec-tert 1,2-diols could be effected by performing the following two processes in a one pot procedure, (1) regioselective methanesulfonylation, and (2) direct treatment of the resulting mesylate with Et3Al. This procedure allowed 1,2-shift reactions of various groups, including vinyl, aryl, and heteroaromatic groups, giving enantiomerically pure ketones in high yields.
Pinacol rearrangement for constructing asymmetric centers adjacent to heterocycles
Shinohara, Tomoichi,Suzuki, Keisuke
, p. 6937 - 6940 (2007/10/03)
Stereospecific pinacol-type 1,2-shift of electron-rich heterocycles was achieved under organoaluminum-promoted conditions to afford optically pure ketones or alcohols possessing these heterocycles. The method was applied to the asymmetric formal total synthesis of indolmycin.
