Organocuprate reagent conjugated addition

The copper-catalyzed 1,4-addition of Grignard reagents to enones has been described by Kharasch in 1941, that is, one decade before the discovery of Gilman cuprates (1952) and more than two decades before the first use of organocuprates in conjugate addition reactions. Consequently, numerous variations and applications of the method have been reported over the years.3 5,7 7a 23 Not surprisingly, several of the advances made in the last decade with... 

Grignard reagents form direct addition products. Organocuprates form conjugate addition products. 

Asymmetric induction in the conjugate addition of achiral residues to a,(3-unsaturated carbonyl compounds can be achieved with chiral ligand-modified organocuprate reagents. Early experiments, em-... 

Scheme 11. Sequential use of the reagent directing o-DPPB group to control stereoselectivity in the course of hydroformylation and subsequent conjugate addition with organocuprates. Reagents and conditions (a) 0.7 mol% [Rh(CO)2acac], 2.8...

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