Chiral oxazaborolidine-catalyzed asymmetric borane reduction of alkyl 4-dialkylaminophenyl ketones

被引：11

作者：

Xu, JX ^{[1
]}

Lan, Y ^{[1
]}

Wei, TZ ^{[1
]}

Zhang, QH ^{[1
]}

机构：

[1] Peking Univ, Coll Chem & Mol Engn, Key Lab Bioorgan Chem & Mol Engn Minist Educ, Beijing 100871, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2005年 / 23卷 / 10期

关键词：

asymmetric catalysis; borane; enantioselective synthesis; ketone; oxazaborolidine; substituent effect;

D O I：

10.1002/cjoc.200591457

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of alkyl 4-dialkylaminophenyl ketones were prepared and reduced asymmetrically by borane under the chiral oxazaborolidine catalysis. The results indicate that the ketones show a more obvious substituent effect on the enantioselectivity than the corresponding 4-alkyl/alkoxy/alkylthiophenyl ketones in, the asymmetric reduction because of the existence of a strong coordinate nitrogen atom with the boron atom in the catalyst and borane.

引用

页码：1457 / 1461

页数：5

共 23 条

[1] EFFECTS OF TRIETHYLAMINE IN ASYMMETRIC REDUCTION USING OXAZABOROLIDINE REAGENTS [J].