Tetrahedron

Mukaiyama aldol and Michael reactions catalyzed by lanthanide iodides

N Giuseppone, P Van de Weghe, M Mellah, J Collin

Index: Giuseppone, Nicolas; Van De Weghe, Pierre V.; Mellah, Mohamed; Collin, Jacqueline Tetrahedron, 1998 , vol. 54, # 43 p. 13129 - 13148

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Citation Number: 49

Abstract

Samarium diiodide is an efficient catalyst precursor which allows the formation of condensation products between various carbonyl compounds and ketene silyl acetals or enoxysilanes. With α, β-unsaturated carbonyl compounds, 1, 2-or 1, 4-additions are observed according to the structure of the substrate. α, β-Unsaturated ketones yield to enoxysilanes by selective Michael additions. Aldol poducts are isolated as silyl ethers. ...