2003
DOI: 10.1021/ol0340235
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The First Preparation of β-Lactones by Radical Cyclization

Abstract: beta-Lactones have, for the first time, been prepared by 4-exo-trig radical cyclization. Thus, alpha-ethenoyloxy radicals react in the presence of tributylstannane in a photothermal process to give beta-lactones. Highest yields were obtained when groups capable of stabilizing a carbon-centered radical were present at the 3-position of the alkenoate acceptor.

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Cited by 11 publications
(1 citation statement)
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“…We subsequently investigated scope and limitations of the TBAFe-catalyzed transesterification using p -chloro aryl esters as acyl donors. To circumvent a loss of material due to volatility of the resulting products we employed p -chloro aryl cinnamate 27 as activating ester in this investigation (Table ) …”
Section: Resultsmentioning
confidence: 99%
“…We subsequently investigated scope and limitations of the TBAFe-catalyzed transesterification using p -chloro aryl esters as acyl donors. To circumvent a loss of material due to volatility of the resulting products we employed p -chloro aryl cinnamate 27 as activating ester in this investigation (Table ) …”
Section: Resultsmentioning
confidence: 99%