41594-17-6Relevant academic research and scientific papers
Stereocontrolled Oxazolidinone Formation by the Addition of 4,5-Disubstituted Iminodioxolane to Oxirane via a Spiro Compound
Baba, Akio,Seki, Kenji,Matsuda, Haruo
, p. 2684 - 2688 (2007/10/02)
4,5-Disubstituted 2-imino-1,3-dioxolanes readily add to oxiranes in the presence of AlCl3, furnishing 1,3-oxazolidin-2-ones in a stereospecific manner, where the configurations of oxiranes and iminodioxolanes are responsible for the configuration of products and the feasibility of the addition, respectively.A preliminary adduct, a spiro compound intermediate, is isolated, and its decomposition to oxazolidinone is demonstrated.
Stereospecific Cycloaddition of Heterocumulenes to Oxiranes Catalyzed by Organotin Halide Complexes
Baba, Akio,Seki, Kenji,Matsuda, Haruo
, p. 1925 - 1930 (2007/10/02)
Stereospecific cycloaddition of 2,3-disubstituted oxiranes to heterocumulenes, including carbodiimides, isocyanates and carbon dioxide, is catalytically promoted by dialkyltin diiodide-hexamethylphosphoric triamide (HMPA) system, producing various five-membered heterocycles, where the configuration of the carbons in the oxirane ring is retained.In particular, the addition of isocyanates to oxiranes gave stereospecifically two types of products, dioxolan-2-imines and oxazolidin-2-ones independently, while the rearrangement of the former to the latter product has been already proposed.
