17447-71-1Relevant academic research and scientific papers
Substitution reactions of 2-phenylsulphonyl-piperidines and -pyrrolidines with carbon nucleophiles: Synthesis of the pyrrolidine alkaloids norruspoline and ruspolinone
Brown, Dearg S.,Charreau, Philippe,Hansson, Thomas,Ley, Steven V.
, p. 1311 - 1328 (2007/10/02)
Several 2-phenylsulphonyl-piperidines and -pyrrolidines were prepared from the corresponding N-acyl aminals by treatment with benzenesulphinic acid. On reaction with various carbon nucleophiles these sulphones gave good yields of substitution products. Typical nucleophiles used in these studies were organometallic reagents derived from Grignard reagents and zinc halide together with silyl enol ethers, silyl ketene acetals, allylsilanes and trimethylsilyl cyanide in the presence of a Lewis acid. These methods were employed in the synthesis of two natural product alkaloids; Norruspoline (38) and Ruspolinone (40).
An Investigation of the Intramolecular Ene Reaction of N-Acyl Imines
Lin, Jyh-Ming,Koch, Kevin,Fowler, Frank W.
, p. 167 - 174 (2007/10/02)
N-Acyl imines, produced by the flash vacuum thermolysis of hydroxamic acid derivatives, participate in the intramolecular ene reaction to give nitrogen heterocycles.The reaction is accelerated by carboxyl substituents on the carbon atom of the N-acyl imine, and the reaction is more succesful for the production of pyrrolidine rather than piperidine derivatives.
