Tetrahedron letters

Non-defluorinative electrochemical silylation of ethyl trifluoroacetate: a practical synthesis of trifluoroacetyltrimethylsilane via its ethyltrimethylsilyl ketal

M Bordeau, P Clavel, A Barba, M Berlande, C Biran…

Index: Bordeau, Michel; Clavel, Philipe; Barba, Alic; Berlande, Muriel; Biran, Claude; Roques, Nicolas Tetrahedron Letters, 2003 , vol. 44, # 19 p. 3741 - 3744

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Citation Number: 16

Abstract

An efficient method for the preparation of original trifluoroacetyltrimethylsilane, CF3COSiMe3 (3), in two steps from readily available ethyl trifluoroacetate is described. Electrochemical reduction of this ester using a sacrificial anode and performed on a semimolar scale afforded the unprecedented corresponding ketal, CF3C (SiMe3)(OSiMe3) OEt (2) in 30–56% isolated yield. Treated with concentrated sulphuric acid at room ...