Mal, Abhijit ; Sayyad, Masthanvali ; Wani, Imtiyaz Ahmad ; Ghorai, Manas K. (2017) Domino Ring-Opening Cyclization of Activated Aziridines with Indoles: Synthesis of Chiral Hexahydropyrroloindoles The Journal of Organic Chemistry, 82 (1). pp. 4-11. ISSN 0022-3263
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Official URL: http://doi.org/10.1021/acs.joc.6b01731
Related URL: http://dx.doi.org/10.1021/acs.joc.6b01731
Abstract
A highly enantioselective synthetic route to hexahydropyrrolo[2,3-b]indoles via Lewis acid-catalyzed SN2-type ring opening of activated aziridines with indoles having substitutions at 3- and other positions followed by cyclization in a domino fashion has been developed. Hexahydropyrrolo[2,3-b]indoles have been detosylated in the same pot to afford the corresponding products with free NH group in excellent yields (up to 95%) and enantioselectivity (up to >99%).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 117098 |
| Deposited On: | 15 Apr 2021 07:52 |
| Last Modified: | 15 Apr 2021 07:52 |
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