Pradhan, Sajan ; Shahi, Chandan Kumar ; Bhattacharyya, Aditya ; Chauhan, Navya ; Ghorai, Manas K. (2017) Divergent and Stereospecific Routes to Five to Eight-Membered 1,3- and 1,4-Di-Aza-Heterocycles via Ring-Opening Cyclization of Activated Aziridines with Aryl Amines ChemistrySelect, 2 (1). pp. 550-556. ISSN 2365-6549
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Official URL: http://doi.org/10.1002/slct.201602062
Related URL: http://dx.doi.org/10.1002/slct.201602062
Abstract
A divergent and modular synthetic approach to a series of substituted imidazolidines, piperazines, 1,4‐diazepanes, and 1,4‐diazocanes via an SN2‐type ring opening of activated aziridines with aryl amines and a subsequent base‐mediated coupling with suitable dihaloalkanes is developed. The highly efficient strategy (yield up to 96 %) is amenable to a wide range of substrates and furnishes the desired products with excellent stereospecificity (ee up to >99 %).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons, Inc. |
| Keywords: | Enantioselectivity; Molecular Diversity; Nitrogen Heterocycles; Nucleophilic Substitution; Ring Expansion. |
| ID Code: | 117096 |
| Deposited On: | 15 Apr 2021 07:45 |
| Last Modified: | 15 Apr 2021 07:45 |
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