Shao-Yun Zhang, Ming Lv, Shao-Jie Yin, Nai-Kai Li, Jun-Qi Zhang and Xing-Wang Wang*
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials
Science, Soochow University, Suzhou 215123, PeopleIs Republic of China
Adv. Synth. Catal. 2016, 358, 143 –153
A series of enantiomerically enriched 3,4-dihydrocoumarins containing contiguous quaternary and tertiary stereogenic centers has been efficiently constructed via domino asymmetric Michael addition/transesterification reactions of azlactones with o-hydroxychalcones using a quinine-derived thiourea as bifunctional organocatalyst. Under mild reaction conditions, the optically active 3,4-dihydrocoumarins were generally obtained in 63–96% yields with >20:1 dr and 81–96% ee.
链接://onlinelibrary.wiley.com/doi/10.1002/adsc.201500666/abstract