61017-92-3Relevant articles and documents
Chiral Lithium Amido Zincates for Enantioselective 1,2-Additions: Auto-assembling Reagents Involving a Fully Recyclable Ligand
Rouen, Mathieu,Chaumont, Pauline,Barozzino-Consiglio, Gabriella,Maddaluno, Jacques,Harrison-Marchand, Anne
, p. 9238 - 9242 (2018)
A methodology consisting in carrying out enantioselective nucleophilic 1,2-additions (ee values up to 97 %) from cheap, easily accessible, and never described before, chiral lithium amido zincates is presented. These multicomponent reactants auto-assemble when mixing, in a 1:1 ratio, a homoleptic diorganozinc (R2Zn) with a chiral lithium amide (CLA). The latter, obtained after a single reductive amination, plays the role of the chiral inductor and is fully recoverable thanks to a simple acid–base wash, allowing being recycled and re-use without loss of stereochemical information.
Deciphering the mechanism behind efficient enantioselective ethylation with thiazolidine-based amino alcohols
Cacho, Vanessa R. G.,Costa, Dora C. S.,Murtinho, Dina,Nunes, Sandra C. C.,Pais, Alberto A. C. C.,Silva Serra, M. Elisa,Tavares, Nélia C. T.
, (2022/01/08)
Taking advantage of the opposite chirality of two privileged starting materials, l-cysteine and d-penicillamine, a wide range of thiazolidine-based amino alcohols was synthesized. l-Cysteine derivatives were more efficient chiral inductors than the d-peni
Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Using Chiral Oxazoline-Based Ligands
Aydin, A. E.
, p. 1304 - 1312 (2020/10/02)
Abstract: Chiral oxazoline ligands containing an aromatic ring were prepared fromnorephedrine and pyrrole-2-carbonitrile or 2-hydroxybenzoyl chloride. Thesynthesized ligands were used in the copper-catalyzed asymmetric addition ofdiethylzinc to aromatic aldehydes to provide optically active 1-arylpropan-1-olswith high conversion (92%) and enantioselectivity (up to 99% ee).
