114389-71-8Relevant articles and documents
Linear β-amino alcohol catalyst anchored on functionalized magnetite nanoparticles for enantioselective addition of dialkylzinc to aromatic aldehydes
Ciprioti, Stefano Vecchio,De Angelis, Martina,Di Pietro, Federica,Iannoni, Marika,Pilloni, Luciano,Primitivo, Ludovica,Ricelli, Alessandra,Righi, Francesco,Righi, Giuliana,Sappino, Carla,Suber, Lorenza
, p. 29688 - 29695 (2020/10/26)
A linear β-amino alcohol ligand, previously found to be a very efficient catalyst for enantioselective addition of dialkylzinc to aromatic aldehydes, has been anchored on differently functionalized superparamagnetic core-shell magnetite-silica nanoparticles (1a and 1b). Its catalytic activity in the addition of dialkylzinc to aldehydes has been evaluated, leading to promising results, especially in the case of 1b for which the recovery by simple magnetic decantation and reuse was successfully verified. This journal is
New chiral amino alcohol ligands for catalytic enantioselective addition of diethylzincs to aldehydes
Sappino, Carla,Mari, Alessandra,Mantineo, Agnese,Moliterno, Mauro,Palagri, Matteo,Tatangelo, Chiara,Suber, Lorenza,Bovicelli, Paolo,Ricelli, Alessandra,Righi, Giuliana
, p. 1860 - 1870 (2018/03/23)
A study aimed at the synthesis and structure optimization of new, efficient, optically active β-amino alcohol ligands with a structure suitable for immobilization on magnetite nanoparticles has been carried out. The optimized homogeneous amino alcohol catalysts 13a and 13b, the chirality of which arises from the Sharpless epoxidation of suitable allyl alcohols, were tested by employing the well-established enantioselective amino alcohol-promoted addition of diethylzinc to benzaldehyde, giving the corresponding benzyl alcohol with nearly quantitative yield and ee = 95%. Then, their broad applicability as chiral catalysts was evaluated by carrying out the same reaction on a family of aldehydes, including variously substituted aromatic ones as well as an aliphatic analogue. The results have confirmed the validity of the fine-tuning process performed on ligands 13a and 13b. In fact, both exhibited excellent catalytic activity as demonstrated by the chemical yields and ee obtained from all the tested aldehydes, almost independent of the position and type of substitution in the aromatic ring.
Noscapine Derivatives as New Chiral Catalysts in Asymmetric Synthesis: Highly Enantioselective Addition of Diethylzinc to Aldehydes
Mohebbi, Maryam,Bararjanian, Morteza,Ebrahimi, Samad N.,Smie?ko, Martin,Salehi, Peyman
, p. 1841 - 1848 (2018/02/14)
Noscapine, a natural alkaloid, has never been used as a parent scaffold in chiral induction. The first examples of noscapinoid compounds as efficient catalysts in asymmetric synthesis are now reported. Three derivatives of noscapine were synthesized from its reaction with different Grignard reagents. Asymmetric addition of diethylzinc to aldehydes was performed in the presence of these catalysts in high yields and good to excellentees.