Pd-catalyzed asymmetric hydrogenation of unprotected indoles activated by Brønsted acids.
The first highly enantioselective hydrogenation of simple indoles was developed with a Brønsted acid as an activator to form the iminium intermediate in situ, which was hydrogenated using Pd(OCOCF(3))(2)/(R)-H8-BINAP catalyst system with up to 96% ee. The present method provides an efficient route to enantioenriched 2-substituted and 2,3-disubstituted indolines.
Wang
Duo-Sheng
DS
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China.
Chen
Qing-An
QA
Li
Wei
W
Yu
Chang-Bin
CB
Zhou
Yong-Gui
YG
Zhang
Xumu
X
D002384:Catalysis; D006865:Hydrogenation; D007211:Indoles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D007211:Indoles; D010165:Palladium