Skeletal rearrangements of bicyclo[2.2.2]lactones: a short and efficient route towards Corey’s lactone |
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| Authors: | Beno?ˆt Augustyns |
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| Institution: | Université catholique de Louvain, Département de Chimie, Bâtiment Lavoisier Place Louis Pasteur 1, 1348 Louvain-la-Neuve, Belgium |
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| Abstract: | The application of a unique tandem radical-initiated, Brönsted acid-catalysed, skeletal rearrangement of bicyclo2.2.2]lactones provides a novel route towards Corey’s lactone 2. The strategy also features a high-pressure promoted inverse electron-demand Diels-Alder (IEDDA) reaction of 3-carbomethoxy-2-pyrone (3-CMP), which proceeds with complete regio- and diastereocontrol. |
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| Keywords: | Lactones Bicyclic Radical Rearrangement Corey&rsquo s lactone 3-CMP Diels-Alder |
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