A series of new 2-aryloxymethyloxiranes prepared from epichlorohydrin and substituted phenols was subjected to nucleophilic opening of the oxiranering. A comparison of regioselectivity and product yield for oxirane cleavage by means of aqueous hydrohalogenic acids or lithium tetrahalogenocuprates under an hydrous conditions was performed. The latter method provided very high regioselectivity for 3-aryloxy-1-halogeno propan-2-ols as well as excellent yields.
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