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Synthesis 1987; 1987(10): 931-934
DOI: 10.1055/s-1987-28128
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Synthesen mit N-Trimethylsilylheteroarylium-Salzen: Umsetzungen mit Aldehyden, Ketonen und Carbonsäuren, Reaktivitätsvergleich mit analogen N-Acylheteroarylium-Salzen

Ernst Anders* , Achim Stankowiak, Roland Riemer
  • *Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestraße 42, D-8520 Erlangen, West Germany
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Publication Date:
12 September 2002 (online)

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Syntheses with N-Trimethylsilylheteroarylium Salts: Reactions with Aldehydes, Ketones and Carboxylic Acids. Comparison of Reactivity with Analoguous N-Acylheteroarylium Salts N-Trimethylsilylheterorylium salts 2 can he characterized as efficient silylating reagents for carbonyl compounds (5 or 8) and carbonic acids 11, their reactivity is comparable to that of N-acylheteroarylium salts 1. In some cases (depending on the nature of the substrates), their silylating power can be stronger than the acylating power of comparable salts 1. This will be demonstrated in the case of enolizable examples of 5and 8.

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