26735-82-0Relevant articles and documents
A synthesis of (±)-sparteine
Buttler, Thomas,Fleming, Ian,Gonsior, Sabine,Kim, Bo-Hye,Sung, A.-Young,Woo, Hee-Gweon
, p. 1557 - 1567 (2005)
In a synthesis of racemic sparteine, Diels Alder reaction between dimethyl bromomesaconate 14 and dicyclopentenyl 4, followed by cyclopropane formation, set up the stereochemistry at C-1 and C-5 as S and R, respectively, in a meso intermediate 8. The ster
A facile synthesis of natural products chaetomellic acid A and 1,7(Z)-nonadecadiene-2,3-dicarboxylic acid
Kar, Anirban,Argade, Narshinha P.
, p. 7131 - 7134 (2007/10/03)
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-carbon SN2′ 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.
Marasmic acid II. Total synthesis of (±)-marasmic acid
Greenlee,Woodward
, p. 3367 - 3375 (2007/10/02)
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