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- W2999500830 endingPage "347" @default.
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- W2999500830 abstract "The development of new chemical transformations to simplify the synthesis of valuable building blocks is a challenging task in organic chemistry and has been the focus of considerable research effort. Here we report a chemical transformation that enables the facile and modular synthesis of synthetically challenging yet biologically important functionalized butenolides from easily accessible furans. Specifically, Diels–Alder reactions between furans and singlet oxygen generate versatile hydroperoxide intermediates, which undergo iron(II)‐mediated radical fragmentation in the presence of Cu(OAc) 2 or various radical trapping reagents to afford butenolides bearing a wide variety of appended remote functional groups, including olefins, halides, azides, and aldehydes. The practical utility of this transformation is demonstrated by easy diversification of the products by means of cross‐coupling reactions and, most importantly, by its ability to simplify the syntheses of known building blocks of eight biologically active natural products." @default.
- W2999500830 created "2020-01-23" @default.
- W2999500830 creator A5042764816 @default.
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- W2999500830 creator A5066184522 @default.
- W2999500830 creator A5072886636 @default.
- W2999500830 creator A5080514086 @default.
- W2999500830 date "2020-01-14" @default.
- W2999500830 modified "2023-10-16" @default.
- W2999500830 title "Modular Synthesis of Functionalized Butenolides by Oxidative Furan Fragmentation" @default.
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