Camphor sulfonyl hydrazines (CaSH) as organocatalysts in enantioselective Diels-Alder reactions

被引:54
|
作者
He, Hao [1 ]
Pei, Bao-Jian [1 ]
Chou, Ho-Hsuan [1 ]
Tian, Tian [1 ]
Chan, Wing-Hong [1 ]
Lee, Albert W. M. [1 ]
机构
[1] Hong Kong Baptist Univ, Dept Chem, Kowloon Tong, Hong Kong, Peoples R China
关键词
D O I
10.1021/ol8005826
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclic sulfonyl hydrazine was demonstrated for the first time as a new functionality for organocatalysis. A series of six-membered cyclic hydrazines derived from camphor sulfonic acid were synthesized. With trichloroacetic acid as cocatalyst, they are efficient organocatalysts; for enantioselective Diels-Alder reactions with good chemical yields and up to 96% ee. The reactions took place in brine at 0 degrees C to room temperature.
引用
收藏
页码:2421 / 2424
页数:4
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