A highly efficient regio- and stereoselective spontaneous formal [3 + 2]-cycloaddition of CO₂ in aqueous medium is developed for the one-pot synthesis of spiro[indoline-3,5′-oxazolidine]-2,2′-diones with excellent enantiopuirity (ee up to 99%) under catalyst-free and ambient conditions. The detailed study reveals NH-spiroaziridine- and 3-(aminomethyl)-3-chloro-oxindoles, two in situ generated reactive intermediate compounds for the spontaneous cycloaddition with CO₂, and the latter is responsible for the stereoselectivity. An unprecedented mechanism of desulfinylation is also disclosed herewith.

中文翻译：

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在水性和常温条件下，无催化剂的立体控制CO2的正式[3 + 2]-环加成反应，用于合成对映纯的螺[吲哚啉-3,5'-恶唑烷] -2,2'-二酮。

开发了一种高效的在水介质中对CO ₂进行区域选择性和立体选择性的自发形式[3 + 2]环加成反应，用于一锅合成螺[吲哚啉-3,5'-恶唑烷] -2,2'-二酮与在无催化剂和环境条件下具有优异的对映体纯度（ee高达99％）。详细的研究揭示了NH-螺氮丙啶和3-（氨基甲基）-3-氯-氧吲哚，这两种原位生成的反应性中间化合物，可与CO ₂自发环加成，后者负责立体选择性。与此同时，也公开了前所未有的脱亚磺酰化机理。