1227083-63-7Relevant articles and documents
Tackling N-Alkyl Imines with 3d Metal Catalysis: Highly Enantioselective Iron-Catalyzed Synthesis of α-Chiral Amines
Blasius, Clemens K.,Gade, Lutz H.,Heinrich, Niklas F.,Vasilenko, Vladislav
supporting information, p. 15974 - 15977 (2020/07/04)
A readily activated iron alkyl precatalyst effectively catalyzes the highly enantioselective hydroboration of N-alkyl imines. Employing a chiral bis(oxazolinylmethylidene)isoindoline pincer ligand, the asymmetric reduction of various acyclic N-alkyl imines provided the corresponding α-chiral amines in excellent yields and with up to >99 % ee. The applicability of this base metal catalytic system was further demonstrated with the synthesis of the pharmaceuticals Fendiline and Tecalcet.
Amines bearing tertiary substituents by tandem enantioselective carbolithiation-rearrangement of vinylureas
Tait, Michael,Donnard, Morgan,Minassi, Alberto,Lefranc, Julien,Bechi, Beatrice,Carbone, Giorgio,O'Brien, Peter,Clayden, Jonathan
supporting information, p. 34 - 37 (2013/03/28)
In the presence of (-)-sparteine or a (+)-sparteine surrogate, organolithiums add to N-alkenyl-N'-arylureas to give benzylic organolithiums in an enantioselective manner. Under the influence of DMPU, these organolithiums undergo rearrangement with migrati
Tandem β-alkylation-α-arylation of amines by carbolithiation and rearrangement of N -carbamoyl enamines (Vinyl Ureas)
Clayden, Jonathan,Donnard, Morgan,Lefranc, Julien,Minassi, Alberto,Tetlow, Daniel J.
supporting information; experimental part, p. 6624 - 6625 (2010/07/03)
Organolithiums add in an umpolung fashion to the β-carbon of N-carbamoyl enamines (N-vinyl ureas). The reaction proceeds with syn diastereospecificity and provides urea-stabilized, configurationally defined organolithiums. Facilitated by coordinating solv
