Aminoalkylation of cyclic and acyclic alkyl vinyl ethers

✍ Scribed by Beatrix Merla; Nikolaus Risch

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 52 KB
• Volume: 341
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/(sici)1521-3897(199907)341:5<472::aid-prac472>3.0.co;2-6

✦ Synopsis

The aminoalkylation of carbonyl compounds with ternary iminium salts is of general interest [1 -9]. Recently, we have disclosed that the aminoalkylation of ketones, enamines, imines (derivatives of aldehydes, cyclic or acyclic ketones) and aromatic compounds provides the corresponding Mannich bases in excellent yields and diastereoselectivities [1, 2, 8 -11]. By contrast, only a few other types of nucleophiles have been treated with ternary iminium salts containing alkyl, aryl and carboxylate groups, presumably because of the difficult preparation and handling of these compounds [12 -14].