Highly enantioselective one-pot, three-component Mannich-type reaction catalyzed by an N,N'-dioxide-scandium(III) complex.
Mild-mannered Mannich reaction: Highly enantioselective one-pot, three-component Mannich-type reaction of aldehydes, 2-aminophenol, and ketene silyl acetal with 5 mol % of a C(2)-symmetric N,N'-dioxide-based scandium(III) triflate (2:1) complex as the catalyst was achieved under mild conditions (see scheme), which facilitated the asymmetric synthesis of biologically interesting beta-amino esters.
Chen
Shikui
S
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
Hou
Zongrui
Z
Zhu
Yin
Y
Wang
Jing
J
Lin
Lili
L
Liu
Xiaohua
X
Feng
Xiaoming
X
D002384:Catalysis; D003497:Cyclic N-Oxides / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012538:Scandium; D013237:Stereoisomerism
D003497:Cyclic N-Oxides; D009942:Organometallic Compounds; D012538:Scandium