13468-06-9Relevant academic research and scientific papers
The Cycloaddition of Isocyanates and Carbodiimides to Oxiranes Catalyzed by Organotin Iodide-Lewis Base Complexes
Baba, Akio,Shibata, Ikuya,Masuda, Kazuhiro,Matsuda, Haruo
, p. 1144 - 1146 (1985)
Various types of five-membered heterocyclic compounds such as 2-iminodioxolanes, 2-oxazolidinones, and 2-iminooxazolidines, can be obtained from the cycloaddition of oxiranes with isocyanates or carbodiimides catalyzed by organotin iodide-Lewis base compl
Selective Formation of α-Cleavage Cycloadduct of Oxirane with Heterocumulene Promoted by High-Coordinated Trialkyltin Complexes
Yano, Katsunori,Amishiro, Nobuyoshi,Baba, Akio,Matsuda, Haruo
, p. 2661 - 2667 (2007/10/02)
In the reaction of monosubstituted oxiranes and heterocumulenes, trialkyltin iodides coordinated by phosphine oxides effectively catalyzed the formation of heterocyles via cleavage at the substituted site in the oxirane ring, while other types of organotin complexes or noncomplexed organotin iodides promoted selective cleavage at the opposite site.A mechanistic investigation demonstrated that the coordination of phophine oxide promotes the reverse reaction of the oxirane-ring cleavage leading to the predominant formation of α-cleavage cycloadducts.
Selective α-Cleavage Cycloaddition of Oxiranes with Heterocumulenes Catalyzed by Tetraphenylstibonium Iodide
Fujiwara, Masahiro,Baba, Akio,Matsuda, Haruo
, p. 1351 - 1357 (2007/10/02)
A catalytic amount of tetraphenylstibonium iodide (1) promoted unusual cycloadditions of oxiranes with isocyanates or carbodiimides, forming 3,4-disubstituted oxazolidin-2-ones 2 and oxazolidin-2-imines 4 under very mild conditions, respectively.In partic
Cycloaddition Reaction of Heterocumulenes with Oxiranes Catalyzed by an Organotin Iodide-Lewis Base Complex
Shibata, Ikuya,Baba, Akio,Iwasaki, Hiroyuki,Matsuda, Haruo
, p. 2177 - 2184 (2007/10/02)
Organotin halide-Lewis base complexes are versatile catalysts for the cycloaddition of heterocumulenes with oxiranes and afford good yields of five-membered heterocyclic compounds under mild and neutral conditions.The catalysts are sufficiently active tha
