Direct asymmetric vinylogous Mannich reaction of 3,4-dihalofuran-2(5H)-one with aldimine catalyzed by quinine.
The direct asymmetric vinylogous Mannich reaction of 3,4-dihalofuran-2(5H)-one with aldimine catalyzed by quinine was first reported, and γ-butenolides have been obtained in excellent yield (up to 98%) and enantioselectivities (up to 95% ee). The synthetic applications of this protocol are demonstrated in the preparations of γ-substituted amino butyrolactones and vicinal amino alcohols.
Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
Yun-Long
YL
Guo
Jian-Fei
JF
Bai
Lin
L
Peng
Liang-Liang
LL
Wang
Li-Na
LN
Jia
Xi-Ya
XY
Luo
Fang
F
Tian
Xiao-Ying
XY
Xu
Li-Xin
LX
Wang