Organocatalytic Asymmetric Cascade Reaction of 2-Hydroxyphenyl-Substituted Enones and Isocyanates To Construct 1,3-Benzoxazin-2-ones.
The development of a new bisguanidinium salt as a multifunctional organocatalyst for asymmetric cascade esterification/aza-Michael reaction between 2-hydroxyphenyl-substituted enones and isocyanates is reported. A high level of enantioinduction and excellent isolated yields were achieved under mild reaction conditions. Enantiomerically enriched 1,3-benzoxazin-2-ones were constructed, and a possible catalytic model was suggested based on the mechanism-driven experiments.
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University , Chengdu 610064, China.
Songsong
S
Guo
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University , Chengdu 610064, China.
Xiaohua
X
Liu
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University , Chengdu 610064, China.
Bin
B
Shen
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University , Chengdu 610064, China.
Lili
L
Lin
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University , Chengdu 610064, China.
Xiaoming
X
Feng