Enantioselective Alkynylbenzaldehyde Cyclizations Catalyzed by Chiral Gold(I) Acyclic Diaminocarbene Complexes Containing Weak Au-Arene Interactions

被引:196
作者
Handa, Sachin [1 ]
Slaughter, LeGrande M. [1 ]
机构
[1] Oklahoma State Univ, Dept Chem, Stillwater, OK 74078 USA
基金
美国国家科学基金会;
关键词
asymmetric catalysis; carbene ligands; domino reactions; gold; metal-p interactions; ASYMMETRIC ALDOL REACTION; CROSS-COUPLING REACTIONS; CYCLIC ALKENYL ETHERS; HETEROCYCLIC CARBENES; PI-INTERACTIONS; SOLID-STATE; LEWIS-ACID; LIGANDS; PALLADIUM; ALDEHYDES;
D O I
10.1002/anie.201107789
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hold me close: Highly enantioselective catalysis of tandem acetalization/cycloisomerization reactions of o-alkynylbenzaldehydes has been achieved using gold complexes of chiral acyclic diaminocarbene ligands that have electron-deficient aryl substituents. X-ray crystallography and DFT calculations implicate weak gold-arene interactions - absent in the case of simple phenyl substituents - that define the chirality of the substrate binding site. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:2912 / 2915
页数:4
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