87858-37-5Relevant articles and documents
Peptide-catalyzed kinetic resolution of formamides and thioformamides asan entry to nonracemic amines
Fowler, Brandon S.,Mikochik, Peter J.,Miller, Scott J.
supporting information; experimental part, p. 2870 - 2871 (2010/05/01)
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Development of chiral catalysts by asymmetric activation for highly enantioselective diethylzinc addition to imines
Zhang, Hai-Le,Liu, Hua,Cui, Xin,Mi, Ai-Qiao,Jiang, Yao-Zhong,Gong, Liu-Zhu
, p. 615 - 618 (2007/10/03)
Based on the asymmetric activation concept, a library of chiral zinc complexes in situ formed by the combination of diimines derived from chiral 1,2-diphenyl-ethanene-1,2-diamine, BINOL derivatives, and diethylzinc are evaluated in the asymmetric addition of diethylzinc to N-acylimines. In the presence of 10 mol% L3ZnA1, high enantioselectivities and yields were provided for a wide range of aromatic imines in 1,2-dichloroethane at -25 °C.
The asymmetric dialkylzinc addition to imines catalyzed by [2.2]paracyclophane-based N,O-ligands
Dahment, Stefan,Braese, Stefan
, p. 5940 - 5941 (2007/10/03)
The first highly enantioselective dialkylzinc addition to imines in the presence of catalytic amounts of N,O-ligands is reported. N-formyl-α-(p-tolysulfonyl)benzylamines are the readily available starting materials easily obtained in a one-pot synthesis from benzaldehydes, formamide, and p-tolylsulfinic acid. Upon deprotonation, the sulfinate is eliminated to give the acyl imine. The acyl imines further react with alkylzinc reagents in the presence of catalytic amounts of [2.2]paracyclophane-based N,O-ligands L* yielding the alkylated N-(1-phenylpropyl)formamides with excellent yields and enantioselectivities. Copyright
