Asymmetric hydroxyamination of oxindoles catalyzed by chiral bifunctional tertiary amine thiourea: construction of 3-amino-2-oxindoles with quaternary stereocenters.
Chiral bifunctional tertiary amine thiourea was applied to catalyze the asymmetric hydroxyamination of 3-subsituted oxindoles with nitrosobenzene to construct 3-amino-2-oxindoles with quaternary stereocenters in good yields (up to 91%) and enantioselectivities (up to 90% ee).
Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, People's Republic of China.
Li-Na
LN
Jia
Jun
J
Huang
Lin
L
Peng
Liang-Liang
LL
Wang
Jian-Fei
JF
Bai
Fang
F
Tian
Guang-Yun
GY
He
Xiao-Ying
XY
Xu
Li-Xin
LX
Wang
D000586:Amination; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
C551521:3-amino-2-oxindole; D000588:Amines; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; D013890:Thiourea