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
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 12期
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.
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收藏
页码：2912 / 2915
页数：4
相关论文
共 72 条
  • [1] Aikawa K., 2009, Angew. Chem, V121, P6189
  • [2] [Anonymous], 2010, ANGEW CHEM INT ED, V49, P598
  • [3] [Anonymous], 2007, ANGEW CHEM INT ED, V46, P6670
  • [4] [Anonymous], 2010, ANGEW CHEM, DOI [10.1002/ange.200905000., DOI 10.1002/ANGE.200905000]
  • [5] [Anonymous], 2006, ANGEW CHEM INT ED, V45, P5455
  • [6] [Anonymous], 2010, ANGEW CHEM INT ED, V49, P1949
  • [7] [Anonymous], 2010, ANGEW CHEM INT ED, V49, P7860
  • [8] [Anonymous], 2007, ANGEW CHEM INT ED, V46, P3410
  • [9] [Anonymous], 2008, ANGEW CHEM INT ED, V47, P2178
  • [10] [Anonymous], 2009, ANGEW CHEM INT ED, V48, P6073
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