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Chem Asian J. 2010 Jun 1;5(6):1487-93. doi: 10.1002/asia.201000068.

Silver-catalyzed benzylation and allylation of tertiary alkyl bromides with organozinc reagents.

Author information

1
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo, Kyoto 615-8510, Japan.

Abstract

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.

PMID:
20446338
DOI:
10.1002/asia.201000068

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