Atroposelective Synthesis of Axially Chiral All-Benzenoid Biaryls by the Gold-Catalyzed Intramolecular Hydroarylation of Alkynones

被引：35
|
作者：
Satoh, Masakazu [1 ]
Shibata, Yu [1 ]
Kimura, Yuki [1 ]
Tanaka, Ken [1 ]
机构：
[1] Tokyo Inst Technol, Dept Chem Sci & Engn, Meguro Ku, Tokyo 1528550, Japan
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 26期
基金：
日本学术振兴会; 日本科学技术振兴机构;
关键词：
Asymmetric catalysis; Homogeneous catalysis; Gold; Hydroarylation; Alkynes; Biaryls; ENANTIOSELECTIVE 2+2+2 CYCLOADDITION; CROSS-CYCLOTRIMERIZATION; ASYMMETRIC-SYNTHESIS; ALKYNES; CYCLOISOMERIZATION; CONSTRUCTION; COMPLEXES; HETEROCYCLES; 2-NAPHTHOLS; DERIVATIVES;
D O I：
10.1002/ejoc.201600834
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The cationic gold(I)/(R)-xyl-binap complex was shown to catalyze the atroposelective intramolecular hydroarylation of alkynones to produce enantioenriched axially chiral all-benzenoid biaryls, 4-aryl-2-naphthol derivatives, with up to 67%ee. The reaction of a racemic alkynone in the presence of the same gold(I) catalyst also afforded the corresponding axially chiral all-benzenoid biaryl in excellent yield with 70%ee.
引用
收藏
页码：4465 / 4469
页数：5
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