476682-72-1

Upstream product

• 271-89-6 1-benzofurane 
• 3277-89-2 phenethylmagnesium bromide 
• 89037-19-4 (S)-4-(1-Ethoxy-ethoxy)-1-phenyl-pentan-3-one 

Downstream Products

• 476682-89-0 (S)-4-Benzofuran-3-yl-1-phenyl-pentan-3-one 

Relevant academic research and scientific papers

Facile one-pot procedure for Et3Al-promoted asymmetric pinacol-type rearrangement

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

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.