ALKYLATION OF DIANIONS OF BETA-KETO-ESTERS
ALKYLATION OF DIANIONS OF BETA-KETO-ESTERS
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DOI：
10.1021/ja00811a023
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发表时间：
1974-01-01
影响因子：
15
通讯作者：
WEILER, L
中科院分区：
文献类型：
--
作者：
HUCKIN, SN;WEILER, L
用1当量的氢化钠和1当量的正丁基锂或甲基锂或2当量的二异丙基氨基锂生成了各种3-酮酯的二价阴离子。二价阴离子与一系列烷基化剂反应，以良好的产率专门生产烷基化产物。这些二价阴离子与，-二卤代烷的反应产生环状1：1加合物，环状1：2加合物，或非环状1：2加合物，这取决于烷基化剂和反应条件。这种方法提供了容易获得的广泛的化合物，这是以前难以获得。
The dianions from a variety of 3-keto esters have been generatedusing 1 equiv of sodium hydride and 1 equiv of n-butyllithium or methyllithium or 2 equiv of lithiumdiisopropylamide. The dianions react with a range of alkylating agents to produce-alkylated products exclusively in good yield. Reaction of these dianions with,-dihaloalkanes yields cyclic 1; 1 adducts, cyclic 1: 2 adducts, or acyclic 1: 2 adducts, depending on the alkylating agent and the reaction conditions. This method offers ready access to a wide range of compounds which were previously difficult to obtain.