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

页码：4465 / 4469

页数：5

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