69849-72-5Relevant articles and documents
The Kharasch reaction revisited: CuX3Li2-catalyzed conjugate addition reactions of Grignard reagents
Reetz, Manfred T.,Kindler, Alois
, p. C5 - C7 (2007/10/02)
The conjugate addition of Grignard reagents RMgX to α,β-unsaturated ketones and esters is effectively catalyzed by soluble copper ate-complexes of the type CuX3Li2, e.g.CuI*2LiCl.In the presence of Me3SiCl the corresponding ketone enolsilanes are formed in high yield and selectivity.Diastereoselectivity in the case of chiral ketones is similar to that observed by using stoichiometric amounts of cuprates R2CuLi.Thus CuX3Li2-catalyzed 1,4-additions of Grignard reagents may be an industrially viable process.Keywords: Copper; Magnesium; Lithium; Silicon; Ketone; Enolsilanes
Me3SiCl ACCELERATED CONJUGATE ADDITION OF STOICHIOMETRIC ORGANOCOPPER REAGENTS
Nakamura, Eiichi,Matsuzawa, Satoshi,Horiguchi, Yoshiaki,Kuwajima, Isao
, p. 4029 - 4032 (2007/10/02)
Chlorotrimethylsilane, particularly if combined with hexamethylphosphoric triamide or 4-dimethylaminopyridine, strongly promote the conjugate addition of stoichiometric organocopper reagents.