The title reaction was observed along with cyclization in the SnCl4-promoted reaction of 2-[3,4,6-tri-O-benzyl-2-deoxy-2-(p-tolylsulfanyl)-β-D-glucopyranosyl]ethanal with pent-4-en-2-ol and this result was interpreted in terms of anchimeric assistance by sulfur to the unusual fragmentation of an intermediate alkoxycarbenium ion.
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Samoshin et al. (1999) studied this question.
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