Abstract
α-Chloroethers such as chloromethyl alkyl ethers or 1,3,3-trichloro-1-isobutoxyprop-2-ene react with trimethylsilyl-N,N-dialkylamines to give the Mannich-reagent and new 3,3-dichloroprop-2-en-1-ylidene-N,N-dialkyliminium chlorides (vinylogous Viehe-reagents), respectively. Extension of this method leads to the reagent system trimethylsilyl-N,N-dialkylamine/trimethylsilylchloride or -triflate, which allows the direct conversion of carbonyl compounds into iminium salts.
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