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An improved procedure for the preparation of the O,2-dianion of allyl alcohol is described. The use of the magnesium alkoxide of 2-bromopropen-1-ol instead of the known lithium salt, suppresses dehydrohalogenation upon treatment with tert-butyl lithium and furnishes the dianion. Addition of this dianion to a variety of carbonyl compounds affords the expected products in good yield.
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Hegde et al. (1997) studied this question.
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