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Reactions of Vinylidenecyclopropanes with Diphenyl Diselenide in the Presence of AIBN and Thermally‐Induced Further Transformations
Author(s) -
Yuan Wei,
Wei Yin,
Shi Min,
Li Yuxue
Publication year - 2012
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.201103461
Subject(s) - diphenyl diselenide , diselenide , chemistry , organic chemistry , selenium
Radical transformers : The chemical transformation of vinylidenecyclopropanes with diphenyl diselenide in the presence of AIBN and upon heating gives the corresponding bicyclo[3.1.0]hexane derivatives in good yields. These compounds undergo thermal‐induced radical 1,4‐hydrogen shifts through a ring‐opening pathway of allylic cyclopropane to give the corresponding cyclohexene derivatives stereoselectively in good yields at 200 °C (see scheme).