Tetrahedron letters

The alkylation of silyl enol ethers with SN 1-unreactive iodides in the presence of silver trifluoroacetate

CW Jefford, AW Sledeski, L Patrick, J Boukouvalas

Index: Jefford, Charles W.; Sledeski, Adam W.; Lelandais, Patrick; Boukouvalas, John Tetrahedron Letters, 1992 , vol. 33, # 14 p. 1855 - 1858

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Citation Number: 23

Abstract

General procedure: The silyl enol ether (2 mmol) and alkyl halide (2.1 mmol) are successively added to a suspension of AgOCOCF 3 (2.1 mmol) in dry CH 2 Cl 2 (2 ml) with stirring under argon at −70 to 25°C (see Table). The reaction is usually complete after 10 min at 25°C. Finally, the mixture is filtered over celite.