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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Quinine-catalyzed highly enantioselective cycloannulation of o-quinone methides with malononitrile
Alafate Adili1, Zhong-Lin Tao, Dian-Feng Chen
1Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China. hanzy2014@ustc.edu.cn.
Abstract:
2-Amino-3-cyano-4H-chromenes show great potential as novel anticancer agents. Here we report a quinine-catalyzed highly enantioselective formal 4 + 2 cycloaddition of ortho-quinone methides and malononitrile, providing a unique approach to 4-arylvinyl, 4-aryl and 4-vinyl 2-amino-3-cyano-4H-chromenes with excellent yields and enantioselectivities. Moreover, this reaction can be performed in up to 6 mmol scale without any noticeable loss of yield and stereoselectivity.
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