Selvakumar, Sermadurai ; Baktharaman, Sivaraj ; Singh, Vinod K. (2007) Lewis acid-mediated rearrangement of activated cyclic amines: a facile synthetic protocol for the preparation of amino carbonyl compounds The Journal of Organic Chemistry, 72 (26). pp. 10141-10146. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo702044k
Related URL: http://dx.doi.org/10.1021/jo702044k
Abstract
Ring opening of activated cyclic amines to produce amino carbonyl compounds has been studied in the presence of Lewis acids. Whereas five- and six-membered rings cleave and rearrange via a 1,2-hydride shift, reaction in three- and four-membered rings takes place via a C-C bond migration. In the case of a three-membered ring, a wide variety of Lewis acids proved to be effective for the reaction. Base-induced ring opening of activated α,α-disubstituted azetidinemethanol and its mechanistic aspects have been studied.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 55157 |
| Deposited On: | 18 Aug 2011 08:44 |
| Last Modified: | 18 Aug 2011 08:44 |
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