Title of article
On the interaction of silyl triflates with enamines: iminium ion formation versus silylation
Author/Authors
Levin، نويسنده , , Vitalij V. and Dilman، نويسنده , , Alexander D. and Belyakov، نويسنده , , Pavel A. and Korlyukov، نويسنده , , Alexander A. and Struchkova، نويسنده , , Marina I. and Tartakovsky، نويسنده , , Vladimir A.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
4
From page
3729
To page
3732
Abstract
The interaction of Me3SiOTf and (C6F5)3SiOTf with enamines generating α-silyl-substituted iminium ions is investigated. A trimethylsilyl iminium cation is formed as a long-lived species observable by NMR spectroscopy, whilst the tris(pentafluorophenyl)silyl analogue is very labile and prone to the loss of a proton. On the basis of the latter phenomenon, a method for the synthesis of β-silyl enamines is proposed.
Keywords
Silylation , Silyl triflates , Iminium cations , enamines
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1845753
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