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- W2065562342 abstract "Synthesis of recently isolated bioactive natural products chaetomellic acid A anhydride (1) and a novel 1,7(Z)-nonadecadiene-2,3-dicarboxylic acid (2) have been described. Chemoselective carbon[bond]carbon S(N)2' coupling reactions of appropriate Grignard reagents with dimethyl bromomethylfumarate (7) in diethyl ether in the presence of HMPA at room temperature furnished the corresponding diesters 8 and 15 in 60-62% yields. The formed diesters 8 and 15 on hydrolysis gave respectively the corresponding desired diacids 9 and 2 in quantitative yields. Acetic anhydride induced ring closure of diacids 9 and 2 respectively gave the chaetomellic acid A anhydride (1) and isochaetomellic acid B anhydride (16) with 38-39% overall yields in five steps." @default.
- W2065562342 created "2016-06-24" @default.
- W2065562342 creator A5063375677 @default.
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- W2065562342 date "2002-09-05" @default.
- W2065562342 modified "2023-09-26" @default.
- W2065562342 title "A Facile Synthesis of Natural Products Chaetomellic Acid A and 1,7(<i>Z</i>)- Nonadecadiene-2,3-dicarboxylic Acid<sup>,</sup>" @default.
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- W2065562342 doi "https://doi.org/10.1021/jo020195o" @default.
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