Abstract
Abstract Acetolysis of (Z)-1,3-di-O-acetyl-2,4-O-benzylidene-6-C-(2,4-dichlorophenyl)- d -xylo-hex-5-enitol (3) afforded (E)-1,2,3,4-tetra-O-acetyl-6-C-(2,4-dichlorophenyl)- d -xylo-hex-5-enitol and 2-C-[(R)-acetoxy (2,4-dichlorophenyl)methyl]-3,4,6-tri-O-acetyl-2-deoxy-β- l -galacto- and -β- l -gulo-hexopyranosylbenzene. The mechanism of this new rearrangement was studied by exchanging the substituents at C-1 and C-3 in 3 and those of the aromatic ring attached to C-6.
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