Organocatalyzed Enantioselective Synthesis of 2-Amino-4m>Hm>-chromene Derivatives

详细信息    查看全文

• 作者：Naresh Ramireddy ; Santhi Abbaraju ; Derong Ding ; Hadi Arman and John C.-G. Zhao
• 刊名：Journal of Heterocyclic Chemistry
• 出版年：2017
• 出版时间：January 2017
• 年：2017
• 卷：54
• 期：1
• 页码：677-691
• 全文大小：1275K
• ISSN：1943-5193

文摘

Optically active 2-amino-5-oxo-5,6,7,8-tetrahydro-4m>Hm>-chromene-3-carboxylates, 2-amino-5-oxo-5,6,7,8-tetrahydro-4m>Hm>-chromene-3-carbonitriles, and 2-amino-8-oxo-5,6,7,8-tetrahydro-4m>Hm>-chromene-3-carbonitriles were synthesized. Using cinchona alkaloid-derived bifunctional catalysts, the corresponding 2-amino-4m>Hm>-chromene derivatives were obtained in high yields and moderate to high ee values (up to 82% ee) from the tandem Michael addition–cyclization reaction between 1,3-cyclohexanediones or 1,2-cyclohexanediones and (m>Em>)-3-aryl-2-cyanoacrylate or alkylidene malononitrile derivatives.