Stereoselective SN2-Substitutions Using Polyfunctional Lithium Arylcuprates Prepared by an Iodine−Copper Exchange
Organic Letters2004Vol. 6(4), pp. 529–531
Citations Over TimeTop 10% of 2004 papers
Abstract
[reaction: see text] Polyfunctional mixed lithium arylcuprates of the type (FG-Ar)(PhMe(2)CCH(2))CuLi obtained via iodine- or bromine-copper exchange with (PhMe(2)CCH(2))(2)CuLi react with cyclic 2-iodoallylic acetates with high S(N)2 selectivity. The addition of ZnBr(2) changes this selectivity and allows the performance of highly regioselective and enantioselective anti S(N)2' substitutions using open-chain allylic pentafluorobenzoates.
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