Regioselectivity-reversed asymmetric aldol reaction of 1,3-dicarbonyl compounds.
Reverse regioselectivity: The first catalytic asymmetric C-1 functionalization of 1,3-dicarbonyl compounds by an aldol reaction is described, which regioselectively affords 6-hydroxyhexane-2,4-dione derivatives as the only product with high optical purity of up to 93 % ee. Furthermore, this method provides a facile access to enantioenriched oxygen-containing spirooxindoles and spirobutyrolactones from simple commercial available starting materials (see scheme).
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, Zhejiang Province 325035, PR China.
Hongxin
H
Liu
Huayue
H
Wu
Zhenli
Z
Luo
Jie
J
Shen
Guowei
G
Kang
Bidai
B
Liu
Zhifu
Z
Wan
Jun
J
Jiang