330455-50-0Relevant academic research and scientific papers
Synthesis of 1,2-dihydropyridines using vinyloxiranes as masked dienolates in imino-aldol reactions
Brunner, Bernhard,Stogaitis, Nicole,Lautens, Mark
, p. 3473 - 3476 (2007/10/03)
The application of vinyloxiranes, substituted with an electron-withdrawing group, as masked dienolates in vinylogous imino-aldol reactions was achieved. Under the reaction conditions highly substituted 1,2-dihydropyridines were obtained in moderate to good yields. Mechanistic studies indicate that the reaction proceeds via the formation of an (E)-amino-α,β-unsaturated aldehyde, followed by isomerization to the (Z)-isomer, cyclization, and elimination of a water molecule, leading to the formation of the 1,2-dihydropyridine.
Efficient transamination under mild conditions: Preparation of primary amine derivatives from carbonyl compounds via imine isomerization with catalytic amounts of potassium tert-butoxide
Cainelli, Gianfranco,Giacomini, Daria,Trerè, Alessandra,Boyl, Pietro Pilo
, p. 5134 - 5139 (2007/10/03)
1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.
