Talukdar, Ranadeep ; Saha, Amrita ; Tiwari, Deo Prakash ; Ghorai, Manas K. (2016) Ring opening of DA-cyclopropanes with electron rich arene/heteroarene: synthesis of 2-(2,2-diarylethyl)malonates Tetrahedron, 72 (5). pp. 613-624. ISSN 0040-4020
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Official URL: http://doi.org/10.1016/j.tet.2015.12.001
Related URL: http://dx.doi.org/10.1016/j.tet.2015.12.001
Abstract
An efficient strategy for nucleophilic ring opening of donor-acceptor (DA)-cyclopropanes with electron rich arenes to provide 2-(2,2-diarylethyl)malonates in excellent yields is described. The reaction was found to be successful with heteroarenes as the nucleophile as well. Reaction of enantiopure DA-cyclopropane with arene/heteroarene as the nucleophiles afforded the corresponding 2-(2,2-diarylethyl)malonates with high yield and enantioselectivity (ee 95%). The synthetic utility of the products was demonstrated by converting them easily into other important synthetic scaffolds like functionalized cyclohexene and malonic acid derivatives.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier B.V. |
| Keywords: | 2-(2,2-diarylethyl)Malonates; Da-cyclopropanes; Nucleophilic Ring Opening; Electron Rich Arene; Indole. |
| ID Code: | 117101 |
| Deposited On: | 15 Apr 2021 07:53 |
| Last Modified: | 15 Apr 2021 07:53 |
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