Sahu, Debashis ; Dey, Santu ; Pathak, Tanmaya ; Ganguly, Bishwajit (2014) Regioselectivity of vinyl sulfone based 1,3-dipolar cycloaddition reactions with sugar azides by computational and experimental studies Organic Letters, 16 (8). pp. 2100-2103. ISSN 1523-7060
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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol500461s
Related URL: http://dx.doi.org/10.1021/ol500461s
Abstract
DFT (M06-L) calculations on the transition state for the 1,3-dipolar cycloadditions between substituted vinyl sulfones with sugar azide have been reported in conjunction with new experimental results, and the origin of reversal of regioselectivity has been revealed using a distortion/interaction model. This study provides the scientific justification for combining organic azides with two different types of vinyl sulfones for the preparation of 1,5-disubstituted 1,2,3-triazoles and 1,4-disubstituted triazolyl esters under metal-free conditions.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 103825 |
| Deposited On: | 22 Mar 2017 05:07 |
| Last Modified: | 22 Mar 2017 05:07 |
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