Mononuclear gold catalysts for the asymmetric intramolecular hydroamination of alkenes

被引:21
|
作者
Michon, Christophe [1 ,2 ,3 ]
Abadie, Marc-Antoine [1 ,3 ]
Medina, Florian [1 ,3 ]
Agbossou-Niedercorn, Francine [1 ,2 ,3 ]
机构
[1] Univ Lille Nord France, F-59000 Lille, France
[2] UCCS, CNRS, UMR 8181, F-59655 Villeneuve Dascq, France
[3] ENSCL, CCCF, Chim C7, CS 90108, F-59652 Villeneuve Dascq, France
关键词
Hydroamination; Alkenes; Amines; Gold; N-heterocycles; N-HETEROCYCLIC CARBENE; GOLD(I)-CATALYZED ENANTIOSELECTIVE HYDROAMINATION; HEAVIER ALKALINE-EARTHS; INTERMOLECULAR HYDROAMINATION; NUCLEOPHILIC-ADDITION; MAGNESIUM COMPLEXES; UNACTIVATED ALKENES; AMIDATE COMPLEXES; LIGANDS SYNTHESIS; ALLENES;
D O I
10.1016/j.cattod.2014.01.030
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The intramolecular gold catalysed asymmetric hydroamination of alkenes was studied screening a series of mononuclear gold(I) and (III) complexes in combination with silver salts. Among the various chiral mono-phosphine and diaminocarbene ligands tried, the best catalysts arose from mononuclear gold(I) complexes synthesized from BINOL based phosphoramidite ligands. The latest were improved by addition of bulky substituents at specific positions of the BINOL scaffold. The resulting gold(I) complexes were combined with selected silver salts to afford efficient catalysts for intramolecular hydroamination of alkenes at mild temperatures, with good conversions and average enantioselectivities. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:2 / 13
页数:12
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