Bifunctional organocatalysts for the asymmetric synthesis of axially chiral benzamides

被引：8

作者：

Miyaji, Ryota ^{[1
]}

Wada, Yuuki ^{[1
]}

Matsumoto, Akira ^{[1
]}

Asano, Keisuke ^{[1
]}

Matsubara, Seijiro ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Mat Chem, Nishikyo Ku, Kyoto 6158510, Japan

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 13卷

基金：

日本学术振兴会;

关键词：

axial chirality; benzamide; bifunctional organocatalyst; molecular conformation; multipoint recognition; DYNAMIC KINETIC RESOLUTION; CATALYTIC ENANTIOSELECTIVE SYNTHESIS; ALDOL CONDENSATION SYNTHESIS; NON-BIARYL ATROPISOMERS; OXY-MICHAEL ADDITION; ATROPOSELECTIVE SYNTHESIS; AMINOTHIOUREA CATALYSTS; TRANSFER HYDROGENATION; BINAM DERIVATIVES; BOND FORMATION;

D O I：

10.3762/bjoc.13.151

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bifunctional organocatalysts bearing amino and urea functional groups in a chiral molecular skeleton were applied to the enantioselective synthesis of axially chiral benzamides via aromatic electrophilic bromination. The results demonstrate the versatility of bifunctional organocatalysts for the enantioselective construction of axially chiral compounds. Moderate to good enantioselectivities were afforded with a range of benzamide substrates. Mechanistic investigations were also carried out.

引用

页码：1518 / 1523

页数：6

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