149243-82-3Relevant academic research and scientific papers
Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones
Liu, Wenbo,Guo, Jun,Xing, Shipei,Lu, Zhan
supporting information, p. 2532 - 2536 (2020/04/02)
A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.
Cobalt-Catalyzed Asymmetric Hydrogenation of 1,1-Diarylethenes
Chen, Jianhui,Chen, Chenhui,Ji, Chonglei,Lu, Zhan
supporting information, p. 1594 - 1597 (2016/05/02)
Highly enantioselective cobalt-catalyzed hydrogenation of 1,1-diarylethenes was developed by using bench-stable chiral oxazoline iminopyridine-cobalt complexes as precatalysts. A unique o-chloride effect was observed to achieve high enantioselectivity. Easy removal as well as further transformations of the chloro group make this protocol a potentially useful alternative to synthesize various chiral 1,1-diarylethanes. This process can be successfully performed under 1 atm of hydrogen at room temperature on gram scale.
CuII-catalyzed asymmetric hydrosilylation of diaryl- and aryl heteroaryl ketones: Application in the enantioselective synthesis of orphenadrine and neobenodine
Sui, Yao-Zong,Zhang, Xi-Chang,Wu, Jun-Wen,Li, Shijun,Zhou, Ji-Ning,Li, Min,Fang, Wenjun,Chan, Albert S. C.,Wu, Jing
supporting information; experimental part, p. 7486 - 7492 (2012/07/27)
With certain amounts of sodium tert-butoxide and tert-butanol as additives, catalytic amounts of an inexpensive and easy-to-handle copper source Cu(OAc)2·H2O, a commercially available and air-stable non-racemic dipyridylphosphine ligand, as well as the stoichiometric desirable hydride donor polymethylhydrosiloxane (PMHS), formed a versatile in situ catalyst system for the enantioselective reduction of a broad spectrum of prochiral diaryl and aryl heteroarylketones in air, in high yields and with good to excellent enantioselectivities (up to 96 %). In particular, the practical viability of this process was evinced by its successful applications in the asymmetric synthesis of optically enriched potent antihistaminic drugs orphenadrine and neobenodine. Copyright
