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Construction of Enantiomerically Enriched Diazo Compounds Using Diazo Esters as Nucleophiles: Chiral Lewis Base Catalysis
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2013-04-29 , DOI: 10.1002/anie.201301509
Haibin Mao , Aijun Lin , Yan Shi , Zhijie Mao , Xuebin Zhu , Weipeng Li , Hongwen Hu , Yixiang Cheng , Chengjian Zhu

Amazing diazo: The title reaction leads to highly functionalized diazo compounds in good yields with excellent enantioselectivities (see scheme; Boc=tert‐butoxycarbonyl). The utility of the products was demonstrated by the rapid synthesis of a number of optically pure nitrogen heterocycles. The key to this process was the use of 2,2,2‐trifluoroethyl diazoacetate as a superior nucleophilic reagent.
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中文翻译:

使用重氮酯作为亲核试剂构建对映体富集的重氮化合物:手性路易斯碱催化

惊人的重氮化合物:标题反应可生成高官能度的重氮化合物,并具有优异的对映选择性(参见方案; Boc =丁氧羰基)。通过快速合成许多光学纯的氮杂环,证明了产品的实用性。该过程的关键是使用2,2,2-三氟乙基重氮乙酸酯作为高级亲核试剂。
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更新日期:2013-04-29
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