Sg. Hegde et Dc. Myles, AN IMPROVED PROCEDURE FOR THE PREPARATION OF THE O,2-DIANION OF ALLYLALCOHOL, Synthetic communications, 27(12), 1997, pp. 2111-2115
An improved procedure for the preparation of the O,2-dianion of allyl
alcohol is described. The use of the magnesium alkoxide of 2-bromoprop
en-1-ol instead of the known lithium salt, suppresses dehydrohalogenat
ion upon treatment with tert-butyl lithium and furnishes the dianion.
Addition of this dianion to a variety of carbonyl compounds affords th
e expected products in good yield.