A new aspect of magnesium bromide-promoted enantioselective aryl additions of triaryl(tetrahydrofuran)aluminum to ketones catalyzed by a titanium(IV) catalyst of trans-1,2-bis(hydroxycamphorsulfonylamino)cyclohexane

被引：29

作者：

Chen, Chien-An ^{[1
]}

Wu, Kuo-Hui ^{[1
]}

Gau, Han-Mou ^{[1
]}

机构：

[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2008年 / 350卷 / 10期

关键词：

asymmetric catalysis; disulfonamides; ketones; magnesium bromide; titanium; triarylaluminums;

D O I：

10.1002/adsc.200800169

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A novel aspect of MgBr2-promoted asymmetric triarylaluminum-tetrahydrofuran [AlAr3 (THF)] additions to ketones catalyzed by a titanium catalyst of 20 mol% trans-1,2-bis(hydroxycamphor-sulfonylamino)cyclohexane (2) is reported. The catalytic system works excellently for aromatic ketones with either an electron-withdrawing or an electron-donating substituent on the aromatic ring at the 2'-, 3'-, or 4'-positions, affording tertiary alcohols in excellent enantioselectivities of >= 90% ee, except for the cases of phenyl addition to 2'-methoxyacetophenone and 4-trimethylsilylphenyl (4-TMSC6H4) addition to acetopheneone.

引用

页码：1626 / 1634

页数：9