化学
烯丙基重排
立体选择性
组合化学
催化作用
筑地反应
路易斯酸
背景(考古学)
烷基化
区域选择性
取代基
有机化学
立体化学
生物
古生物学
作者
Colin M. Pearson,James W. B. Fyfe,Thomas N. Snaddon
标识
DOI:10.1002/anie.201905426
摘要
Herein, we report a modular synthetic route to linear and branched homoallylic amines that operates through a sequential one-pot Lewis base/transition-metal catalyzed allylic alkylation/Hofmann rearrangement strategy. This protocol is operationally trivial, proceeds from simple and easily prepared substrates and catalysts, and enables all aspects of regio- and stereoselectivity to be controlled through a conserved experimental protocol. Overall, the high levels of enantio-, regio-, and diastereoselectivity obtained, in concert with the ability to access orthogonally protected or free amines, render this a straightforward and effective approach for the preparation of useful enantioenriched homoallylic amines. We have also demonstrated the utility of the products in the context of pharmaceutical synthesis.
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