135741-11-6Relevant articles and documents
CaCl2, Bisoxazoline, and Malonate: A Protocol for an Asymmetric Michael Reaction
Lippur, Kristin,Kaabel, Sandra,J?rving, Ivar,Rissanen, Kari,Kanger, T?nis
, p. 6336 - 6341 (2015)
A mild protocol for the asymmetric Michael addition of dimethyl malonate to various α,β-unsaturated carbonyl compounds was developed. The salient feature of this methodology is that a cheap and environmentally friendly Lewis acid, CaCl2, was used as a catalyst. An aminoindanol- and pyridine-derived ligand provided in the presence of CaCl2 Michael adducts in moderate to high enantioselectivities. The scope of the reaction was demonstrated.
Palladium(II)-Assisted Dialkylation and Alkylation/Acylation of Optically Active Ene Carbamates via Trialkylorganostannane Cross-Coupling and Carbonylative Coupling Processes
Masters, John J.,Hegedus, Louis S.,Tamariz, Joaquin
, p. 5666 - 5671 (2007/10/02)
Alkylation of benzyl vinyl carbamate and propene with the anions of diethyl methylmalonate or dimethyl malonate in the presence of palladium(II) chloride, followed by cross-coupling or carbonylative cross-coupling with organostannanes, effected an overall dialkylation or alkylation/acylation of the monoolefin substrate.Complete control of stereochemistry in this palladium(II)-assisted reaction was observed using optically active ene carbamates affording β-amino-unsaturated keto esters in good chemical yields and excellent optical purity.
