Probing the Peroxycarbenium [3+2] Cycloaddition Reactions with 1,2-Disubstituted Ethylenes: Results and Insights.
Ze-Jun XuSergio WittlinYikang WuPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2017)
The causes for the title reaction to be limited to only the alkenes with an unsubstituted terminal alkenic carbon were explored. In some "failed" cases the cycloaddition products actually formed but rearranged concurrently. An oxygen atom or a N-Boc (Boc=tert-butyloxycarbonyl) group at the double bond was proven essential for acquisition of intact [3+2] cycloaddition products from 1,2-disubstituted ethylenes.