67263-00-7Relevant articles and documents
Conjugate additions of a simple monosilylcopper reagent with use of the CuI-DMS complex: Stereoselectivities and a dramatic impact by DMS
Dambacher, Jesse,Bergdahl, Mikael
, p. 580 - 589 (2007/10/03)
(Chemical Equation Presented) Conjugate additions utilizing the simple monosilylcuprate reagent Li[PhMe2SiCuI] to α,β-unsaturated carbonyl compounds are described. The presence of dimethyl sulfide (DMS), either as a component originating from t
Conjugate addition of dimethylphenylsilyllithium to α,β-unsaturated carbonyl compounds mediated by sub-stoichiometric quantities of dimethylzinc
MacLean, Bonnie L.,Hennigar, Kimberlea A.,Kells, Kevin W.,Singer, Robert D.
, p. 7313 - 7316 (2007/10/03)
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. This methodology in which sub-stoichiometric quantities of the reactive organometallic reagent are present at a given time may provide a route for catalytic enantioselective conjugate addition of trialkylsilyl moieties to enones.
Observations on Various Silyl-Cuprate Reagents
Fleming, Ian,Newton, Trevor W.
, p. 1805 - 1808 (2007/10/02)
The mixed silyl-cuprate reagent (6), made from 1 equiv. of methyl-lithium, 1 equiv. of phenyldimethylsilyl-lithium, and 1 equiv. of copper(I) cyanide, reacts with 3-methylcyclohexenone (7), with methyl cinnamate (9), with 1-vinylcyclohexyl acetate (11), a
