192313-40-9Relevant academic research and scientific papers
Ni-Catalyzed Regiodivergent and Stereoselective Hydroalkylation of Acyclic Branched Dienes with Unstabilized C(sp3) Nucleophiles
Shao, Wen,Besnard, Céline,Guénée, Laure,Mazet, Clément
supporting information, p. 16486 - 16492 (2020/10/26)
Two complementary regiodivergent [(P,N)Ni]-catalyzed hydroalkylations of branched dienes are reported. When amides are employed as unstabilized C(sp3) nucleophiles, a highly regioselective 1,4-addition process is favored. The addition products are obtained in high yield and with excellent stereocontrol of the internal olefin. With use of a chiral ligand and imides as carbon nucleophiles, a 3,4-addition protocol was developed, enabling construction of two contiguous tertiary stereocenters in a single step with moderate to high levels of diastereocontrol and excellent enantiocontrol. Both methods operate under mild reaction conditions, display a broad scope, and show excellent functional group tolerance. The synthetic potential of the 3,4-hydroalkylation reaction was established via a series of postcatalytic modifications.
Metal-free hydroacyloxylation and hydration reactions of ynamides: Synthesis of α-acyloxyenamides and N-acylsulfonamides
Xu, Shijie,Liu, Jianquan,Hu, B. Donghua,Bi, Xihe
supporting information, p. 184 - 187 (2018/04/16)
Two types of highly efficient and operationally simple reactions of ynamides under metal-free conditions are developed, including hydroacyloxylation and hydration, which afforded highly functionalized α-acyloxyenamides and pharmaceutically important N-acy
A convenient method for synthesis of optically active methylphenidate from N-methoxycarbonylpiperidine by utilizing electrochemical oxidation and Evans aldol-type reaction
Matsumura, Yoshihiro,Kanda, Yasuhisa,Shirai, Kimihiro,Onomura, Osamu,Maki, Toshihide
, p. 7411 - 7422 (2007/10/03)
A new method to prepare optically active methylphenidate starting from piperidine is described. The method consists of a transformation of N-methoxycarbonylated piperidine to the corresponding α-methoxylated carbamate utilizing electrochemical oxidation f
