Copper(II)-catalyzed aminohydroxylation of olefins

Copper(II)-catalyzed aminohydroxylation of olefins
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DOI:
10.1021/ja067894t
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发表时间:
2007-02-21
影响因子:
15
通讯作者:
Yoon, Tehshik P.
Yoon, Tehshik P.
中科院分区:
化学1区
文献类型:
--
作者:
Michaelis, David J.;Shaffer, Christopher J.;Yoon, Tehshik P.

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我们报道了一种新的铜(II)催化的氨基羟基化反应,其中n -磺酰基恶氮吡啶的两个杂原子以区域选择性的方式加在烯烃上。各种苯乙烯和富电子烯烃可以用这种方法氨基羟基化。初步研究表明,这是一种罕见的n-磺酰基恶氮吡啶的非氧类反应,涉及阶梯极性机制,而不是协调过程。
We report a novel copper(II)-catalyzed aminohydroxylation in which both heteroatoms of an N-sulfonyl oxaziridine are added across an alkene in a regioselective fashion. A variety of styrenes and electron-rich alkenes can be aminohydroxylated using this protocol. Preliminary investigations indicate that this new process is a rare non-oxenoid reaction of N-sulfonyl oxaziridines, involving a stepwise, polar mechanism rather than a concerted process.