Ghorai, Manas Kumar ; Tiwari, Deo Prakash ; Kumar, Amit ; Das, Kalpataru (2011) SN2-type ring opening of substituted-N-tosylaziridines with zinc (II) halides: Control of racemization by quaternary ammonium salt Journal of Chemical Sciences, 123 (6). pp. 951-961. ISSN 0253-4134
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Related URL: http://dx.doi.org/https://www.ias.ac.in/article/fulltext/jcsc/123/06/0951-0961
Abstract
Quaternary ammonium salt mediated highly regioselective ring opening of aziridines with zinc(II) halides to racemic and non-racemic β-halo amines in excellent yield and selectivity is described. The reaction proceeds via an SN2-type pathway and the partial racemization of the starting substrate and the product was effectively controlled by using quaternary ammonium salts to afford the enantioenriched products (er upto 95:5).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Indian Academy of Sciences, Bengaluru. |
| Keywords: | Haloamines; Aziridines; Enantioselective; Lewis Acid; Nucleophilic Ring Opening; Quaternary Ammonium Salts. |
| ID Code: | 117260 |
| Deposited On: | 15 Apr 2021 10:10 |
| Last Modified: | 15 Apr 2021 10:10 |
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