Journal of the Chemical Society. Perkin transactions I p. 2901 - 2907 (1996)
Update date:2022-08-16
Topics:
Cho, Byung Tae
Kim, Namdu
A series of new 1,2-O-isopropylidene-5-deoxy-5-N,N-dialkyl (or -N-monoalkyl)amino-α-D-xylofuranose derivatives have been prepared from α-D-xylose and their enantioselectivities as chiral catalysts for the addition of diethylzinc to aldehydes have been examined. Of the chiral catalysts examined, 5-deoxy-1,2-O-isopropylidene-5-morpholino-α-D-xylofuranose provides high enantioselectivity for aromatic and relatively hindered aliphatic aldehydes, and 5-deoxy-5-hexahydroazepinyl-1,2-O-isopropylidene-α-D-xylofuranose is highly effective for unhindered aliphatic aldehydes.
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