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Retention of the configuration is observed in the pinacol-type rearrangement of 2,3-epoxy alcohols 1 in the presence of bis(iodozincio)methane (2). The 1,3-migration of the hydroxymethyl group affords an intermediate 2-hydroxyaldehyde, which is methylenated by 2 in situ to give homoallyl alcohol 3.
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Matsubara et al. (2002) studied this question.
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