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Silver‐Catalyzed Benzylation and Allylation of Tertiary Alkyl Bromides with Organozinc Reagents
Author(s) -
Mitamura Yukihiro,
Asada Yoshihiro,
Murakami Kei,
Someya Hidenori,
Yorimitsu Hideki,
Oshima Koichiro
Publication year - 2010
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201000068
Subject(s) - reagent , alkyl , chemistry , catalysis , allylic rearrangement , organic chemistry , compatibility (geochemistry) , zinc , combinatorial chemistry , medicinal chemistry , materials science , composite material
Silver salts catalyze the benzylation and allylation of tertiary alkyl bromides with organozinc reagents. The reactions create quaternary carbon centers efficiently. Treatment of gem ‐dibromoalkanes with benzylic or allylic zinc reagents under silver catalysis leads to dibenzylation or diallylation. The functional‐group compatibility of the present reactions is wider than that of the previous reactions with Grignard reagents.