Addition of 2-(Trimethylsilyl)thiazole to Alkyl and Aryl Perfluoroalkyl Ketones: Synthesis of Fluorinated Tertiary Alcohols and α-Hydroxy Aldehydes
- 1 June 1995
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1995 (06) , 654-658
- https://doi.org/10.1055/s-1995-3976
Abstract
The spontaneous addition of 2-(trimethylsilyl)thiazole (2-TST, 1) to various alkyl and aryl perfluoroalkyl ketones 2 in THF at 80°C affords the corresponding tertiary alcohols 4 which by thiazolyl-to-formyl conversion are transformed into fluorinated α-hydroxy aldehydes 6. The formation of silyl enol ether side products is observed in the reaction of 2-TST 1 with alkyl ketones 2b-e.Keywords
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