Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization.

Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization.
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DOI:
10.1021/jacs.6b04206
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发表时间:
2016-07-06
影响因子:
15
通讯作者:
Lam HW
Lam HW
中科院分区:
化学1区
文献类型:
--
作者:
Clarke C;Incerti-Pradillos CA;Lam HW

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本文报道了在镍催化下芳基硼酸与炔的加成反应,以及烯基镍与酮的不对称环化反应。这些反应依赖于炔的形式上的抗碳化,这被假定为通过烯基镍物种的可逆E/Z异构化而发生。
Nickel-catalyzed additions of arylboronic acids to alkynes, followed by enantioselective cyclizations of the alkenylnickel species onto tethered ketones or enones, are reported. These reactions are reliant upon the formal anti-carbonickelation of the alkyne, which is postulated to occur by the reversible E/Z isomerization of an alkenylnickel species.