Anti-Markovnikov Hydroamination of Homoallylic Amines
Anti-Markovnikov Hydroamination of Homoallylic Amines
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DOI：
10.1021/jacs.5b08500
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发表时间：
2015-11-04
影响因子：
15
通讯作者：
Hull, Kami L.
中科院分区：
文献类型：
--
作者：
Ensign, Seth C.;Vanable, Evan P.;Hull, Kami L.
非活化烯烃的抗马尔可夫尼科夫选择性氢胺化反应的发展是有机金属化学中的一个重大挑战。在此，我们提出了铑催化的抗马尔可夫尼科夫选择性同丙烯胺的氢胺化反应。近端路易斯碱胺通过形成有利的金属环来促进反应性和加强区域选择性，从而超越烯烃的固有反应性。证明了参与反应的亲核胺和同构胺的范围。
The development of an anti-Markovnikov-selective hydroamination of unactivated alkenes is a significant challenge in organometallic chemistry. Herein, we present the rhodium-catalyzed anti-Markovnikov-selective hydroamination of homoallylic amines. The proximal Lewis basic amine serves to promote reactivity and enforce regioselectivity through the formation of the favored metallacycle, thus over-riding the inherent reactivity of the alkene. The scope of both the amine nudeophiles and homoallylic amines that participate in the reaction is demonstrated.