Manganese(III)-mediated oxidative free-radical cyclisations of allenyl malonates

The regioselective synthesis of alkenylcyclanones by the oxidative radical cyclisation of malonyl radicals onto both allenes and an allylsilane is reported, along with the diastereoselective formation of [3.3.0]-bicyclic γ-lactones from two of these alkenylcyclanones. Furthermore, the cyclisation of...

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Bibliographic Details
Main Authors: Curry, L, Hallside, MS, Powell, L, Sprague, S, Burton, J
Format: Journal article
Language:English
Published: 2009
Description
Summary:The regioselective synthesis of alkenylcyclanones by the oxidative radical cyclisation of malonyl radicals onto both allenes and an allylsilane is reported, along with the diastereoselective formation of [3.3.0]-bicyclic γ-lactones from two of these alkenylcyclanones. Furthermore, the cyclisation of 3-, 4- and 5-allenyl malonates on exposure to manganese(III) acetate under both oxidative and reductive termination conditions is reported. © 2009 Elsevier Ltd. All rights reserved.