76470-01-4Relevant articles and documents
Asymmetric introduction of nucleophiles to the 2-position of pyrrolidine ring through N-acylpyrrolidinium ion
Onomura, Osamu,Ikeda, Takashi,Matsumura, Yoshihiro
, p. 81 - 86 (2007/10/03)
Asymmetric carbon-carbon bond-forming reaction at the 2-position of a pyrrolidine ring was achieved. The reaction involved a chiral Ti(IV) catalyzed coupling between 1-methoxycarboyl-2-methoxypyrrolidine and silyl enol ethers to afford 2-substituted pyrro
Direct oxidative carbon-carbon bond formation using the cation pool method. 1. Generation of iminium cation pools and their reaction with carbon nucleophiles
Yoshida, Jun-ichi,Suga, Seiji,Suzuki, Shinkiti,Kinomura, Naoya,Yamamoto, Atsushi,Fujiwara, Kazuyuki
, p. 9546 - 9549 (2007/10/03)
We have developed a method that involves the generation of a cation pool using low-temperature electrolysis, and then its reaction with nucleophiles under non-oxidative conditions. This one-pot method solves problems associated with conventional oxidative generation of cations and their in situ reaction with nucleophiles, and provides an efficient method for direct oxidative carbon-carbon bond formation. As an example of this method, generation of cation pools from carbamates by low-temperature electrolysis (-72°C) and their reactions with carbon nucleophiles such as allylsilanes, enol silyl ethers, and enol acetates were examined and the desired products were obtained in good yields. Aromatic compounds and 1,3-dicarbonyl compounds can also be utilized as carbon nucleophiles. The present method was also applied to combinatorial parallel synthesis using a robotic synthesizer.