Synthesis of Novel Chiral Bis-(trifluoromethylsulfonyl)imidyl Dithioketal Silanes and Their Applications to Asymmetric Diels-Alder Reactions

被引：0
|
作者：
Tang, Zilong [1 ,2 ]
机构：
[1] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Key Lab QSAR QSPR, Hunan Prov Univ, Xiangtan 411201, Peoples R China
[2] Catholic Univ Louvain, Lab Chim Organ Synthese, B-1348 Louvain, Belgium
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 29卷 / 04期
关键词：
chiral silicon-based Lewis acid; asymmetric catalysis reaction; Diels-Alder reaction; LEWIS-BASE ACTIVATION; SILYL KETENE ACETALS; SILICON TETRACHLORIDE; ACID CATALYSTS; TOLERANT; LIGANDS; HYDROGENATION; DERIVATIVES; EPOXIDES; SEARCH;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A few of new chiral bis-(trifluoromethylsulfonyl)imidyl dithioketal silanes 2 similar to 4 were prepared, and used as catalysts for Diels-Alder reactions of cyclopentadiene with acrylic acid derivatives 11a similar to 11c. The results showed that these catalysts were very efficient by high yields (89%similar to 96%), good diastereoselectivity and moderate enantioselectivity of the catalyzed cyclic additions. The ee values of the cyclic addition reactions were up to 48% when compound 2b was used as catalyst.
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页码：653 / 657
页数：5
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