89037-34-3Relevant 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.
ASYMMETRIC PINACOL-TYPE REARRANGEMENT OF α-HYDROXY METHANESULFONATES PROMOTED BY TRIETHYLALUMINIUM - PREPARATION OF OPTICALLY PURE α-ARYL AND α-VINIL KETONES -
Suzuki, Keisuke,Katajama, Eiji,Tsuchihashi, Gen-ichi
, p. 4997 - 5000 (2007/10/02)
Asymmetric (stereospecific) pinacol-type rearrangement of aryl or vinyl group in α-hydroxy methansulfonates is promoted by Et3Al in CH2Cl2 at -78 grad C to afford optically pure α-aryl or α-vinyl ketones
