19920-03-7Relevant articles and documents
Lewis Acid Assisted Electrophilic Fluorine-Catalyzed Pinacol Rearrangement of Hydrobenzoin Substrates: One-Pot Synthesis of (±)-Latifine and (±)-Cherylline
Shi, Hui,Du, Chuan,Zhang, Xinhang,Xie, Fukai,Wang, Xiaoyu,Cui, Shanshan,Peng, Xiaoshi,Cheng, Maosheng,Lin, Bin,Liu, Yongxiang
, p. 1312 - 1319 (2018/02/09)
A microwave-irradiated solvent-free pinacol rearrangement of hydrobenzoin substrates catalyzed by a combination of N-fluorobenzenesulfonimide and FeCl3·6H2O was developed. Its selectivity was first investigated by density functional theory (DFT) calculations. Then the functional group tolerance was examined by synthesizing a series of substrates designed based on the insight provided by the DFT calculations. The application of the methodology was demonstrated by the efficient one-pot synthesis of (±)-latifine and (±)-cherylline, both are 4-aryltetrahydroisoquinoline alkaloids isolated from Amaryllidacecae plants.
Novel reductive couplinog-rearrangement of carbonyl compounds with metal/Lewis acid under irradiation of ultrasonic wave
Sato, Ryu,Nagaoka, Takeshi,Saito, Minoru
, p. 4165 - 4168 (2007/10/02)
Novel reductive coupling-rearrangement of carbonyl compounds such as benzophenones with Al or Zn/ AlCl3 in CH3CN under irradiation of ultrasonic wave gave benzopinacolones via epoxides in good yields.
