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Substitution of HMPT by the cyclic urea DMPU as a cosolvent for highly reactive nucleophiles and bases
Authors:Triptikumar Mukhopadhyay  Dieter Seebach
Abstract:The cyclic urea DMPU (N, N′-dimethyl-N, N′-propylene urea = 1,3-dimethyl-2-oxo-hexahydropyrimidine) is shown to exhibit the same effects HMPT in oxirane-opening with Li-acetylide, in a Wittig olefination, in the double deprotonation of nitroalkane, in the Michael addition of Li-dithiane to cyclohexenone, and in selective generations of certain enolates (Schemes 1–7) DMPU might therefore be as safe substitute of the carcinogenic HMPT as a cosolvent with unique properties in diverse type of reaction.
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