Synthesis and Fungicidal Activity of D-Ribose and D-Xylose with Hydantion

The alpha-D-ribose and alpha-D-xylose C(5)-aldehyde derivatives (1 and 2) were prepared through four and two steps using 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose as raw material. Then 1 and 2 reacted with hydantoin phosphonate and 2-thiohydantoin by Wittig-Horner and Knoevenagel reaction to afford 3 pairs of E and Z isomers of target products 3 similar to 5. Their structures were elucidated by H-1 NMR, C-13 NMR, IR. MS and X-ray diffraction. The preliminary bioassay results showed that some of them have certain fungicidal activities against 7 plant pathogens at the concentration of 50 mu g/mL.