100476-12-8Relevant articles and documents
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.
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
Hydroxyalkylation, Acylation, Formylation, and Carboxylation of 2-Nitro- and 2-Chloro-1-(trimethylsilyl)benzene
Effenberger, Franz,Spiegler, Wolfgang
, p. 3900 - 3914 (2007/10/02)
The synthetic application of base-catalyzed carbodesilylation of aryltrimethylsilanes is demonstrated in the reactions of 2-nitro- (1a) and 2-chloro-1-(trimethylsilyl)benzene (1b) with aldehydes, ketones, acyl fluorides and carboxylic anhydrides, respectively, dimethylformamide, and carbon dioxide.The corresponding benzenes 3 and 8, (hydroxyalkyl)benzenes 4, 6, and 9, the benzophenones 12, the benzaldehydes 14, and the benzoic acids 17 are obtained in good yields.The new method is a useful alternative to the normal electrophilic substitution or the application of organometallic compounds, respectively, for the synthesis of polysubstituted benzenes.