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β‐Diazocarbonyl Compounds: Synthesis and their Rh(II)‐Catalyzed 1,3 C−H Insertions
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-12-04 , DOI: 10.1002/anie.202015077
Liyin Jiang 1 , Zhaofeng Wang 1 , Melanie Armstrong 1 , Marcos G. Suero 2
Affiliation  

Herein, we describe the first electrophilic diazomethylation of ketone silyl enol ethers with diazomethyl‐substituted hypervalent iodine reagents that gives access to unusual β‐diazocarbonyl compounds. The potential of this unexplored class of diazo compounds for the development of new reactions was demonstrated by the discovery of a rare Rh‐catalyzed intramolecular 1,3 C−H carbene insertion that led to complex cyclopropanes with excellent stereocontrol.

中文翻译:

β-重氮羰基化合物:合成及其Rh(II)催化的1,3 CH插入

本文中,我们描述了使用重氮甲基取代的高价碘试剂对酮甲硅烷基烯醇醚进行的首次亲电重氮甲基化,该试剂可访问不常见的β-重氮羰基化合物。通过发现罕见的Rh催化的分子内1,3 C-H卡宾插入导致复杂的环丙烷具有出色的立体控制,这一未开发的重氮化合物类在开发新反应中的潜力得到了证明。
更新日期:2020-12-04
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