321904-69-2Relevant academic research and scientific papers
α-Oxosulfines, IV: Intramolecular hetero diels-alder reactions of α,α′-dioxosulfines - A new access to the [3.3.1]-bicyclic skeleton
Capozzi, Giuseppe,Menichetti, Stefano,Nativi, Cristina,Provenzani, Alessandro
, p. 3721 - 3725 (2007/10/03)
Simple transformations of tert-butylthio-substituted 1,4-oxathiin permitted the preparation of oxathiin S-oxides. These in turn were suitable precursors of corresponding α,α′-dioxosulfine dienes with tethered internal electron-rich double bonds. Examining the synthetic utility of these sulfines, we observed either hydrolysis or intramolecular cycloaddition, depending on the distance between the reactive centres and the substitution on the double bond. Bicyclic derivatives with a [3.3.1] skeleton and an sp2 bridgehead carbon were obtained from the cycloadditions. Wiley-VCH Verlag GmbH, 2000.
