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Allylation of Quinones with Allylsilane in the Presence of Lithium Perchlorate in Ether
Author(s) -
Ipaktschi Junes,
Heydari Akbar
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199203131
Subject(s) - chemistry , lithium perchlorate , lithium (medication) , ether , sequence (biology) , quinone , lewis acids and bases , perchlorate , charge transfer complex , electron transfer , polarity (international relations) , photochemistry , organic chemistry , ion , catalysis , electrochemistry , medicine , electrode , endocrinology , biochemistry , cell
The Lewis acidity and polarity of LiClO 4 /Et 2 O as a reaction medium are sufficient to cause the allylation of trisubstituted quinones with allyltrimethylsilane. A radical process with an electron‐transfer step from a quinone/allylsilane charge‐transfer complex is postulated for the reaction sequence. One product is 1 , depicted to the right (R 1 = CH 3 , R 2 = R 3 = OCH 3 ).