Article ID Journal Published Year Pages File Type
5220016 Tetrahedron 2012 9 Pages PDF
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.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry