点击二聚奎宁生物碱。
Click-Dimerized Cinchona Alkaloids.
机构信息
Department of Organic Chemistry, Wrocław University of Technology , Wyspiańskiego 27, Wrocław 50-370, Poland.
出版信息
J Org Chem. 2016 Sep 2;81(17):8029-34. doi: 10.1021/acs.joc.6b01403. Epub 2016 Aug 12.
PMID:27490840
Abstract
A series of Cinchona alkaloid-derived dimers were obtained in high yields in copper-catalyzed 1,3-dipolar "click" cycloaddition using bis(TMS)butadiyne and other bivalent alkynes. The products with bitriazole linkers were effective ligands for asymmetric copper-catalyzed Michael addition. It was shown that the presence of such linker was responsible for effective chirality transfer.
摘要
一系列来源于金鸡纳生物碱的二聚体在铜催化的 1,3-偶极环加成反应中以高产率得到，该反应使用双（TMS）丁二炔和其他二价炔烃。带有BITRIazole 键的产物是不对称铜催化迈克尔加成的有效配体。结果表明，这种连接基团的存在是有效手性转移的原因。
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