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

被引:151
作者
Chaulagain, Mani Raj [1 ]
Sormunen, Grant J. [1 ]
Montgomery, John [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
D O I
10.1021/ja072992f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
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页码:9568 / +
页数:3
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