A New Process for the Total Synthesis of Sparstolonin B
A novel and simple route was developed that gives sparstolonin B in high yields from affordable commercial compounds. A Diels-Alder strategy was used for the facile construction of the multisubstituted diphenyl ether. The xanthenone segment was obtained by cyclization in an intramolecular Friedel-Crafts reaction, followed by selective reduction of a ketone group and a transformation from a hydroxy group into a cyano group. The final part of the lactone was directly derived by the reduction of the cyano group with Raney nickel.
Synthesis method of natural product sparstolonin B (SsnB) and key intermediates thereof
The invention provides a synthesis method of a natural product sparstolonin B (SsnB) and three key intermediates thereof. The method for synthesizing the natural product SsnB has the advantages of simple synthesis route, convenient after-treatment and higher yield. All the reagents are cheap and accessible, the reaction temperature is low, and the reaction time is short. The method can well relieve the demands for SsnB, and can overcome the defects in the prior art.
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Paragraph 0042
(2016/10/31)
5-Substituted-2-furoic Acids as Latent Dienes for the Preparation of Aryl Ethers and Thioethers via the Diels-Alder Reaction
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Cella, James A.
p. 2099 - 2103
(2007/10/02)
Studies on Furan Derivatives. XII. Nucleophilic Substitution of Methyl 5-Nitro-2-furancarboxylate. Preparation of Methyl 5-Phenoxy-2-furancarboxylates
Twenty one methyl 5-phenoxy-2-furancarboxylates prepared from the reaction of methyl 5-nitro-2-furancarboxylate with phenoxides via displacement of the nitro group.In the reaction of potassium 2-nitrophenoxide with methyl 5-nitro-2-furancarboxylate at 110
Tanaka, Akira,Usui, Toshinao,Shimadzu, Masaji
p. 1241 - 1244
(2007/10/02)
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