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The rhodium(II) acetate catalyzed decomposition of 3-trifluoromethylated vinyldiazomethanes 3 in the presence of furans resulted in the formation of a series of 3-trifluoromethylated 8-oxabicyclo[3.2.1]octa-2,6-dienes. The 4-substituent on the vinyldiazomethanes had great effects on the product distribution and the stereo- and regiochemistry of the [3+4] annulation products. The rhodium(II) acetate...
The rhodium(II)-catalyzed reactions of ethyl 2-diazo-fluoroalkylacetoacetate 1 with vinyl ethers have been studied. The reactions of 1a–e with isobutyl vinyl ethers afforded dihydrofuroates 3a–e in good to excellent yields. Further transformation of the dihydrofuroates by acid-catalyzed alcohol elimination could give α-fluoroalkyl-β-furoates readily. Similarly, stable diazo compounds 1a and b reacted...
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