790248-21-4Relevant articles and documents
Copper-catalyzed enantioselective conjugate addition of Grignard reagents to acyclic enones
Lopez, Fernando,Harutyunyan, Syuzanna R.,Minnaard, Adriaan J.,Feringa, Ben L.
, p. 12784 - 12785 (2007/10/03)
A highly enantioselective Cu-catalyzed addition of Grignard reagents to acyclic aliphatic enones is described. In the presence of 5 mol % of CuBr·SMe2 and 6 mol % of JosiPhos diphosphine aliphatic enones react with Grignard reagents to provide β-substituted linear ketones with high yields, regio-, and enantioselectivities. Copyright
Highly enantioselective conjugate addition of AlMe3 to linear aliphatic enones by a designed catalyst
Fraser, Paul K.,Woodward, Simon
, p. 776 - 783 (2007/10/03)
2-Hydroxy-2′-alkylthio-1,1′-binaphthy compounds are catalytic promoters of the 1,4-addition of AlMe3 to linear aliphatic enones in THF at -40 to -48°C in the presence of [Cu(MeCN)4]BF4. At ligand loadings of 5-20 mol%, enantioselectivities of 80-93% are realised for most substrates. To attain these values, the use of highly pure AlMe3 is mandatory. The presence of methylalumoxane (MAO), derived by hydrolysis, leads to reduced enantioselectivity and a conjugate addition product.
