A Practical Approach to the Synthesis of Insect Antifeedant Tonghaosu Analogs
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摘要:
Tonghmosu and its analogs are a class of structurally interest-ing spiroketal emol-ether compounds.A practical route to fu-randiol,a key intermediate for their syntheses,was developed.Using Friedel-Crafts benzoylation of 3-(2-furyl)propylacetate,a diarylketone was obtained in high yield,which wasfurther transformed into corresponding furandiol by reductionwith NaBH4 in basic medimn with simultaneous ester hydroly-sis.The furandiol was then cyclized into the desired spiroketalenol-ether compound in the presence of CuSOn@5H2O.``