e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Kinetics of decarboxylation of the two epimers of 5-tert-butyl-1-methyl-2-oxocyclohexanecarboxlic acid: lack of stereoelectronic control in. beta.-keto acid …
RH Kayser, M Brault, RM Pollack…
Index: Kayser, Robert H.; Brault, Margaret; Pollack, Ralph M.; Bantia, Shanta; Sadoff, Scott F. Journal of Organic Chemistry, 1983 , vol. 48, # 24 p. 4497 - 4502
Rates of decarboxylation of the two epimers of 5-tert-butyl-1-methyl-2- oxocyclohexanecarboxylic acid have been measured under both acidic and basic conditions at 25" C. The decomposition of isomer le (methyl and tert-butyl trans) is more rapid than that of isomer la (methyl and tert-butyl cis) both in acid (about% fold) and in base (15-to 20-fold). These resulta are not in agreement with the principle of stereoelectronic ...
