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Lithiated chloromethyl derivatives2a-d, available by deprotonation of 2-(chloromethyl)-1,3-benzothiazole1a, -1,3-oxazoline1b, -pyridine1c and -quinoline1d, react with carbonyl compounds to give chlorohydrins3a-g and then epoxides4a-g upon treatment withNaOH/ i PrOH. The same chlorohydrins3a-g could be converted into heterosubstituted chloroalkenes5a-g with very highEstereoselection upon reaction...
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