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Alkynes are the substrates in a dimethyl sulfide catalyzed chalcogeno-Baylis–Hillman reaction involving titanium halides (see scheme). α-Halomethylene aldols or β-halo-α-(hydroxyalkyl)acrylates can be prepared readily and diastereoselectively (E selectivity for the former and Z selectivity for the latter).
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Kataoka et al. (2000) studied this question.
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