Gharpure, Santosh J. ; Porwal, Suheel K. (2013) Stereoselective Synthesis of Oxa-Bowls by Nucleophilic Addition to Oxonium Ions: Observation of Nucleophile-Dependent Hydride Migration European Journal of Organic Chemistry, 2013 (32). pp. 7277-7281. ISSN 1434-193X
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Official URL: http://doi.org/10.1002/ejoc.201301052
Related URL: http://dx.doi.org/10.1002/ejoc.201301052
Abstract
A general strategy is developed for the stereoselective synthesis of symmetrical oxa-bowls through the Lewis acid mediated generation of oxonium ions from bis-acetals and their subsequent trapping with a variety of nucleophiles. Hydride migration is observed with the use of trimethoxybenzene as a nucleophile with rigid acetal precursors. This method is extended to the synthesis of unsymmetrically substituted oxa-bowls.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| ID Code: | 130304 |
| Deposited On: | 24 Nov 2022 06:06 |
| Last Modified: | 24 Nov 2022 06:06 |
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