Nair, Vijay ; Mathai, Sindhu ; Luxmi Varma, R. (2004) The three-component reaction of dicarbomethoxycarbene, aldehydes, and β-nitrostyrenes: a stereoselective synthesis of substituted tetrahydrofurans Journal of Organic Chemistry, 69 (4). pp. 1413-1414. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo035673p
Related URL: http://dx.doi.org/10.1021/jo035673p
Abstract
The Rh(II)-catalyzed reaction of dimethyl diazomalonate with aryl aldehydes and β-nitrostyrenes results in the formation of highly substituted tetrahydrofurans. The reaction may be considered to involve the Huisgen dipolar cycloaddition of the carbonyl ylide, generated from the dicarbomethoxycarbene and the aldehyde, to the β-nitrostyrene. The diastereoselectivity of the reaction may be attributed to the concerted nature of the carbonyl ylide cycloaddition.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 58019 |
| Deposited On: | 31 Aug 2011 12:46 |
| Last Modified: | 31 Aug 2011 12:46 |
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