30075-18-4Relevant academic research and scientific papers
Crystallization-driven asymmetric synthesis of pyridine-β- nitroalcohols via discovery-oriented self-resolution of a dynamic system
Angelin, Marcus,Vongvilai, Pornrapee,Fischer, Andreas,Ramstroem, Olof
experimental part, p. 6315 - 6318 (2011/03/17)
The study of dynamic nitroaldol systems aided the discovery of a diastereoselective crystallization process through amplification of 2-nitro-1-(pyridine-4-yl)propan-1-ol. The phenomenon was further developed into an effective procedure for asymmetic synthesis of pyridine-nitroalcohols and several substrates were screened to this end. These results demonstrate how work with larger dynamic systems facilitates and increases the likelihood of serendipitous discoveries. Diastereoselective crystallization of 2-nitro-1-(pyridin-4-yl)propan-1-ol was discovered from a self-screening process of a dynamic nitroaldol system. It was consequently developed into an efficient synthetic procedure and evaluated with a series of other pyridinecarbaldehydes and nitroalkanes as substrates. Copyright
