New N-heterocyclic carbene ligand and its application in asymmetric nickel-catalyzed aldehyde/alkyne reductive couplings

New N-heterocyclic carbene ligand and its application in asymmetric nickel-catalyzed aldehyde/alkyne reductive couplings
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DOI:
10.1021/ja072992f
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发表时间:
2007-08-08
影响因子:
15
通讯作者:
Montgomery, John
Montgomery, John
中科院分区:
化学1区
文献类型:
--
作者:
Chaulagain, Mani Raj;Sormunen, Grant J.;Montgomery, John

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制备了一种新的手性 N-杂环卡宾配体,并在镍催化的醛和炔的不对称还原偶联中进行了研究。与在不对称闭环复分解反应中大量研究的相关结构相比,新配体在镍催化还原偶联中提供了优异的产率和对映选择性。说明了分子间变体中的不对称偶联以及 14 元大环化的范围。
A new chiral N-heterocyclic carbene ligand has been prepared and examined in nickel-catalyzed, asymmetric reductive couplings of aldehydes and alkynes. In comparison with related structures that have been largely examined in asymmetric ring-closing metathesis reactions, the new ligand provides superior yields and enantioselectivities in the nickel-catalyzed reductive couplings. The scope of asymmetric couplings in intermolecular variants as well as a 14-membered macrocyclization is illustrated.