Palladium-catalysed carbonyl allylations by mixed (E)- and (Z)-1,3-dichloropropene with SnI2–Bu4NI and SnCl2 diastereoselectively produce syn and anti 1-substituted 2-chlorobut-3-en-1-ols, respectively. These are transformed into cis and trans 1-substituted 2-vinyl epoxides.
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Masuyama et al. (1998) studied this question.
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