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Probing the Peroxycarbenium [3+2] Cycloaddition Reactions with 1,2‐Disubstituted Ethylenes: Results and Insights
Author(s) -
Xu ZeJun,
Wittlin Sergio,
Wu Yikang
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201605871
Subject(s) - cycloaddition , chemistry , medicinal chemistry , oxygen atom , double bond , carbon atom , photochemistry , organic chemistry , molecule , catalysis , ring (chemistry)
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.