高等有机化学_2011课件精品.ppt

Migratory Aptitude of pinacol rearangement Longer Nucleophilic Rearangements The question as to whether a group can migrate with its electron pair from A to C in W-A-B-C or over longer distance has been much debated. Although claim has been made that alkyl groups can migrate in this way, the evidence is that such migration is extremely rare, if it occurs at all. One experiment that demonstrated this was the generation of 3,3-dimethyl-1-butyl cation: No product arising from 2-methyl-2-pentyl cation were found. However, the following reaction do take place: The following reaction did took pla