Synthesis of Optically Active 尾- or 纬-Alkyl-Substituted Alcohols through Copper-Catalyzed Asymmetric Allylic Alkylation with Organolithium Reagents

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• 作者：Sureshbabu Guduguntla ; Mart铆n Fa帽an谩s-Mastral ; Ben L. Feringa
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：September 6, 2013
• 年：2013
• 卷：78
• 期：17
• 页码：8274-8280
• 全文大小：307K
• 年卷期：v.78,no.17(September 6, 2013)
• ISSN：1520-6904

文摘

An efficient one-pot synthesis of optically active 尾-alkyl-substituted alcohols through a tandem copper-catalyzed asymmetric allylic alkylation (AAA) with organolithium reagents and reductive ozonolysis is presented. Furthermore, hydroboration鈥搊xidation following the Cu-catalyzed AAA leads to the corresponding homochiral 纬-alkyl-substituted alcohols.