Mondal, Sayantan ; Basak, Amit ; Jana, Saibal ; Anoop, Anakuthil (2012) An interesting competition between 6π-electro- and Garratt–Braverman cyclization in bis-diene-allene sulfones: synergy between experiment and theory Tetrahedron, 68 (35). pp. 7202-7210. ISSN 0040-4020
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Official URL: http://doi.org/10.1016/J.Tet.2012.06.001
Related URL: http://dx.doi.org/10.1016/J.Tet.2012.06.001
Abstract
The reactivity of a series of bispropargyl sulfones with an ortho alkenyl moiety was studied. Under basic condition, these molecules isomerized to the bis-diene-allene system capable of undergoing 6π-electro-(EC) as well as Garratt–Braverman (GB) cyclization. The reaction generally favours the GB process but the balance can be tilted towards the 6π-EC pathway by suitable perturbation of structure and temperature. The findings are useful as the systems undergoing GB pathway can show DNA-damage activities.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Bispropargyl sulfone; Bis-diene-allene; Bergman; Myers–Saito Schmittel and Garratt–Braverman cyclization |
| ID Code: | 129890 |
| Deposited On: | 05 Dec 2022 05:26 |
| Last Modified: | 05 Dec 2022 05:26 |
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