22286-82-4Relevant articles and documents
Enzymatic and microbial method of preparation of optically active (±) 3-methyl-4-phenyl-4,5-dihydroisoxazole-4-carboxylic acid
Zadrozna,Kurkowska,Makuch
, p. 4181 - 4191 (1997)
A racemic mixture of ethyl-3-methyl-4-phenyl-4,5-dihydroisoxasole-4-carboxylate was obtained in the 1,3-dipolar intermolecular cycloaddition of ethyl atroponate and aliphatic nitric oxide, which was then subjected to enzymatic and microbiological hydrolysis in order to obtain optically active acids.
Copper-catalyzed intermolecular chloroazidation of α,β-unsaturated amides
Chen, Long,Xing, Haotian,Zhang, Huaibin,Jiang, Zhong-Xing,Yang, Zhigang
, p. 7463 - 7467 (2016)
A highly practical copper-catalyzed intermolecular chloroazidation of α,β-unsaturated amides has been described, giving a series of azidochlorides in good-to-excellent yields. The stable azidoiodine(iii) reagent and SOCl2 were used as azide and chlorine sources, respectively. The synthetic applications of this protocol were also explored by a variety of synthetically useful transformations.
Visible-Light-Promoted Hydroxydifluoroalkylation of Alkenes Enabled by Electron Donor–Acceptor Complex
Xie, Zhen-Zhen,Zheng, Yu,Tang, Kai,Guan, Jian-Ping,Yuan, Chu-Ping,Xiao, Jun-An,Xiang, Hao-Yue,Chen, Kai,Chen, Xiao-Qing,Yang, Hua
supporting information, p. 9474 - 9479 (2021/12/14)
A catalyst-free strategy for regioselective hydroxydifluoroalkylation of alkenes with alkyl bromides was developed, affording a series of difluoroalkylated tertiary alcohols in moderate to good yields. This photocatalyst-free protocol shows broad substrate scope under mild conditions. Moreover, mechanistic studies revealed that a newly identified electron donor–acceptor complex is crucial to this transformation.
A Bond-Weakening Borinate Catalyst that Improves the Scope of the Photoredox α-C-H Alkylation of Alcohols
Kanai, Motomu,Oisaki, Kounosuke,Sakai, Kentaro
supporting information, p. 2171 - 2184 (2020/08/10)
The development of catalyst-controlled, site-selective C(sp 3)-H functionalization reactions is currently a major challenge in organic synthesis. In this paper, a novel bond-weakening catalyst that recognizes the hydroxy group of alcohols through formation of a borate is described. An electron-deficient borinic acid-ethanolamine complex enhances the chemical yield of the α-C-H alkylation of alcohols when used in conjunction with a photoredox catalyst and a hydrogen atom transfer catalyst under irradiation with visible light. This ternary hybrid catalyst system can, for example, be applied to functional-group-enriched-peptides.
