Yadav, J. S. ; Subba Reddy, B. V. ; Ramesh, K. ; Narayana Kumar, G. G. K. S. ; Grée, René (2010) An expeditious synthesis of 4-fluoropiperidines via aza-Prins cyclization Tetrahedron Letters, 51 (12). pp. 1578-1581. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2010.01.059
Abstract
The reaction of aldehydes with N-tosyl homoallylamine in the presence of a solution of tetrafluoroboric acid-diethyl ether complex in dichloromethane at ambient temperature gave the 4-fluoropiperidines in good yields and with high cis-selectivity. This aza-Prins-type cyclization has a wide scope and the use of HBF4·OEt2 makes this procedure simple, convenient, and cost-effective for the preparation of 4-fluoropiperidines.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Aza-Prins Cyclization; Tetrafluoroboric Acid; Homoallylic Amines; 4-fluoropiperidines |
| ID Code: | 58776 |
| Deposited On: | 02 Sep 2011 03:39 |
| Last Modified: | 02 Sep 2011 03:39 |
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