通过铜催化的不对称烯丙基烷基化反应与有机锂试剂反应，合成手性β-或γ-烷基取代的醇。
Synthesis of optically active β- or γ-alkyl-substituted alcohols through copper-catalyzed asymmetric allylic alkylation with organolithium reagents.
机构信息
Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
出版信息
J Org Chem. 2013 Sep 6;78(17):8274-80. doi: 10.1021/jo401536u. Epub 2013 Aug 23.
PMID:23962149
Abstract
An efficient one-pot synthesis of optically active β-alkyl-substituted alcohols through a tandem copper-catalyzed asymmetric allylic alkylation (AAA) with organolithium reagents and reductive ozonolysis is presented. Furthermore, hydroboration-oxidation following the Cu-catalyzed AAA leads to the corresponding homochiral γ-alkyl-substituted alcohols.
摘要
通过串联铜催化的不对称烯丙基烷基化（AAA）与有机锂试剂和还原臭氧化反应，实现了高效一锅法合成光学活性β-烷基取代醇。此外，Cu 催化的 AAA 后进行硼氢化-氧化反应，得到相应的手性γ-烷基取代醇。
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