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Stereocontrol in an intermolecular Schmidt reaction of equilibrating hydroxyalkyl allylic azides
Chemical Communications ( IF 4.9 ) Pub Date : 2024-03-26 , DOI: 10.1039/d4cc00907j
Ruzhang Liu 1 , Juan Wang 1 , Hao Wu 1 , Xianfeng Quan 1 , Shilin Wang 1 , Jiandong Guo 1 , Yang Wang 1 , Heting Li 1
Affiliation  

A selective intermolecular Schmidt reaction of equilibrating hydroxyalkyl allylic azides is reported to afford N-hydroxyalk-1-en-3-yl lactams in modest to high yields. For prochiral and chiral ketones, modest to high 1,5-diastereoselectivity was achieved, and the mechanistic analysis is supported by DFT calculation.

中文翻译:

平衡羟烷基烯丙基叠氮化物的分子间施密特反应中的立体控制

据报道,平衡羟烷基烯丙基叠氮化物的选择性分子间施密特反应可以以中等至高产率提供N-羟烷基-1-en-3-基内酰胺。对于前手性和手性酮,实现了中等至高的 1,5-非对映选择性,并且 DFT 计算支持了机理分析。
更新日期:2024-03-26
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