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- W2334490448 abstract "The present work reports the first example of the use of the chemistry of radical cations under nonoxidative conditions in total synthesis. Using a late-stage tandem radical/polar crossover reaction, a highly stereoselective total synthesis of cephalosporolide E (which is typically obtained admixed with cephalosporolide F) was accomplished. The reaction of a phthalimido derivative with triphenyltin radical in refluxing toluene engenders a contact ion-pair (radical cation) that leads, in the first instance, to the cephalosporolide F, which is transformed into the cephalosporolide E via a stereocontrolled spiroketal isomerization promoted by the diphenylphosphate acid that is formed during the tandem transformation." @default.
- W2334490448 created "2016-06-24" @default.
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- W2334490448 date "2015-02-11" @default.
- W2334490448 modified "2023-09-26" @default.
- W2334490448 title "Total Synthesis of Cephalosporolide E via a Tandem Radical/Polar Crossover Reaction. The Use of the Radical Cations under Nonoxidative Conditions in Total Synthesis" @default.
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- W2334490448 doi "https://doi.org/10.1021/jo502757c" @default.
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- W2334490448 hasPublicationYear "2015" @default.
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