Tetrahedron letters

Conjugate addition of dimethylphenylsilyllithium to α, β-unsaturated carbonyl compounds mediated by sub-stoichiometric quantities of dimethylzinc

BL MacLean, KA Hennigar, KW Kells, RD Singer

Index: MacLean, Bonnie L.; Hennigar, Kimberlea A.; Kells, Kevin W.; Singer, Robert D. Tetrahedron Letters, 1997 , vol. 38, # 42 p. 7313 - 7316

Full Text: HTML

Citation Number: 13

Abstract

Dimethylphenylsilyllithium undergoes conjugate addition to a variety of α, β-unsaturated enones in the presence of sub-stoichiometric amounts of dimethylzinc. Down to 10 mol% of Me2Zn facilitates these reactions to afford good to excellent yields of β-silylated products. This catalytic behavior is displayed when the Me2Zn used is generated in situ from the addition of methyllithium to zinc (II) iodide or when used directly from a commercial source ...