Ghorai, Manas K. ; Ghosh, Koena (2007) Lewis acid mediated nucleophilic ring opening followed by cycloaddition of 2-aryl-N-tosylaziridines with carbonyl compounds: further support towards an SN2-type mechanism Tetrahedron Letters, 48 (18). pp. 3191-3195. ISSN 0040-4039
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Official URL: http://doi.org/10.1016/j.tetlet.2007.03.042
Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.03.042
Abstract
A highly regioselective SN2-type ring opening of 2-aryl-N-tosylaziridines with carbonyl compounds in the presence of a Lewis acid to afford various 1,3-oxazolidines and 1,2-amino alcohols in excellent yields and moderate to high enantioselectivity is described. The formation of non-racemic products provides convincing evidence for the SN2-type ring opening mechanism.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier B.V. |
| Keywords: | 2-aryl-n-tosylaziridine; Cu(Otf)2; Zn(Otf)2; Bf3·oet2; Nucleophilic Ring Opening; Sn2 Pathway; Mechanism; Carbonyl; 1,3-oxazolidine; 1,2-amino Alcohol. |
| ID Code: | 117131 |
| Deposited On: | 15 Apr 2021 08:09 |
| Last Modified: | 15 Apr 2021 08:09 |
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