Organocatalyzed synthesis of 2-amino-8-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitriles

TETRAHEDRON LETTERS

卷:51

Article

Ding, Derong¹  Zhao, Cong-Gui¹ 

[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA

关键词: Chromene;    Tandem reaction;    Enantioselective;    Cinchona alkaloid;    Organocatalysis;    1,2-Cyclohexanedione;    Benzylidenemalononitrile;   

DOI  :  10.1016/j.tetlet.2009.12.139

来源: Elsevier

【 摘 要 】

2-Amino-8-oxo-tetrahydro-4H-chromene-3-carbonitriles were synthesized for the first time from a tandem Michael addition-cyclization reaction between cyclohexane-1,2-dione and benzylidenemalononitriles An enantioselective synthesis of these compounds was achieved in moderate ee values (up to 63% ee) by using a cinchona alkaloid-derived thiourea catalyst. (C) 2010 Elsevier Ltd All rights reserved.

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