Efficient organocatalytic asymmetric synthesis of 2-amino-4H-chromene-3-carbonitrile derivatives

被引:83
|
作者
Gao, Yu [1 ]
Yang, Wen [1 ]
Du, Da-Ming [1 ]
机构
[1] Beijing Inst Technol, Sch Chem Engn & Environm, Beijing 100081, Peoples R China
基金
中国国家自然科学基金;
关键词
ENANTIOSELECTIVE MICHAEL ADDITION; HYDROGEN-BONDING DONORS; ONE-POT SYNTHESIS; HIGHLY EFFICIENT; AQUEOUS-MEDIA; BIFUNCTIONAL ORGANOCATALYSTS; CONJUGATE ADDITION; CHIRAL SQUARAMIDES; NITROALKENES; THIOUREA;
D O I
10.1016/j.tetasy.2012.02.019
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The organocatalytic enantioselective tandem Michael addition-cyclization of malononitrile to nitroalkenes for the direct synthesis of chiral 2-amino-4H-chromene-3-carbonitrile derivatives was investigated. Good yields and enantioselectivities (up to 91% ee) were achieved. This organocatalytic asymmetric tandem Michael addition-cyclization provides an efficient route toward the synthesis of optically active functionalized chromenes. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:339 / 344
页数:6
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