127ChemInform Abstract The reaction of SF4 with glyoxal (I) -molar ratio 1:2 -yields a mixture of the isomeric 1,2-difluoroethyleneglycolorthosulfites (II). The dimeric glyceraldehyde (III) reacts with SF4 under mild conditions without ring cleavage to give the cyclic fluoro ethers (IV) and (V). If the latter reaction is carried out in HF, the cyclic fluoro ethers (VI) and (VII) are obtained along with the fluorinateddiisopropyl ether (VIII). It is known that polyhydroxyaldehydes, e.g. aldoses, react with SF4 to give tar. However, protection of the hydroxy groups by acetylation stabilizes polyhydroxyaldehydes. Thus, the reaction of the tetra-O-acetylpyranose (IX) with SF4 proceeds with substitution of the OH group by fluorine to give the product (X). Aliphatic β-hydroxyaldehydes are known to react readil y with SF4. Thus, the aldol (XI) gives a 30/70-mixture of the trifluorobutane (XII) and the unsaturated aldehyde (XIII). The latter is the sole product if the reaction is carried out in diethyl ether.
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