Abstract

8-Aza-3-thiabicyclo[4.3.0]nonanes 7 and 8, 3-thiabicyclo[4.4.0]decanes 18, and 8-thiabicyclo[4.3.0]nonanes 31 were obtained from monocyclic precursors through free radical cyclizations involving a β-thioacrylate system as radical acceptor and a thionocarbonate as radical precursor. Oxidative sulfur extrusion in 3-thiabicyclo[4.4.0]decanes 18 afforded methyl (2-isopropenyl-5-methylcyclohexyl)-2-propenoates 35.

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