690660-85-6Relevant academic research and scientific papers
Copper-Catalyzed Tandem Conjugate Addition-Electrophilic Trapping: Ketones, Esters, and Nitriles as Terminal Electrophiles
Agapiou, Kyriacos,Cauble, David F.,Krische, Michael J.
, p. 4528 - 4529 (2007/10/03)
Exposure of enone substrates 1a?18a, which possess appendant ketone, ester, and nitrile moieties, to Et2Zn in the presence of catalytic Cu(OTf)2/P(OEt)3 provides the cyclized products in good to excellent yields and diastereoselectivities. These results represent the first use of ketones, esters, and nitriles as terminal electrophiles in Cu-catalyzed conjugate addition?electrophilic trapping. Copyright
New bidentate chiral phosphoramidites in copper-catalyzed asymmetric 1,4-addition of diethylzinc to cyclic α,β-enones: Enantioselective tandem 1,4-addition-aldol reactions with 2-cyclopentenone
Mandoli, Alessandro,Arnold, Leggy A.,De Vries, Andre H.M.,Salvadori, Piero,Feringa, Ben L.
, p. 1929 - 1937 (2007/10/03)
New bidentate phosphoramidites were prepared starting from α,α,α′,α′-tetraphenyl-2,2-dimethyl-1, 3-dioxolane-4,5-dimethanol (TADDOL) or 1,1′-bi-2-naphthol (BINOL) and either 1,2-ethylene- or 1,3-propylenediamine N,N′-disubstituted with achiral or chiral groups. The use of these ligands in the copper-catalyzed enantioselective conjugate addition of diethylzinc to 2-cyclohexenone and 2-cyclopentenone afforded products with e.e.s of up to 89 and 83%, respectively.
Unexpected enhancement of enantioselectivity in copper(II) catalyzed conjugate addition of diethylzinc to cyclic enones with novel TADDOL phosphorus amidite ligands
Keller, Erik,Maurer, Jochen,Naasz, Robert,Schader, Thomas,Meetsma, Auke,Feringa, Ben L.
, p. 2409 - 2413 (2007/10/03)
The copper(II) catalyzed enantioselective 1,4-addition reactions of diethylzinc to cyclic enones in the presence of novel phosphorus amidite ligands, easily prepared from α,α,α',α'-tetraphenyl-2,2'-dimethyl-1,3- dioxolane-4,5-dimethanol (TADDOL) derivativ
