21011-86-9Relevant articles and documents
Bismuth triflate-catalyzed three-component Mannich-type reaction
Ollevier, Thierry,Nadeau, Etienne
, p. 9292 - 9295 (2004)
Bismuth triflate catalyzes the Mannich-type reaction of a variety of in situ generated aldimines using aldehydes, anilines, and silyl enol ethers in a three-component reaction. The reaction proceeds rapidly and affords the corresponding protected β-amino
Catalytic imino Diels-Alder reaction by triflic imide and its application to one-pot synthesis from three components
Takasu, Kiyosei,Shindoh, Naoya,Tokuyama, Hidetoshi,Ihara, Masataka
, p. 11900 - 11907 (2006)
An imino Diels-Alder reaction of 2-siloxydienes with aldimines catalyzed by triflic imide (Tf2NH; 0.1~10 mol % amount) has been developed leading to substituted piperidin-4-ones. Tf2NH catalyst is compatible with basic functions, such as pyridine and indole rings in the imino Diels-Alder reaction. Furthermore, X-ray crystallographic analysis indicates that trans-2,6-diphenyl-4-piperidinone 4a obtained by this reaction has a unique conformation in the solid state.
Stereoselective synthesis of meso- and cis-2,6-diarylpiperidin-4-ones catalyzed by L-proline
Aznar, Fernando,Garcia, Ana-Belen,Quinones, Noelia,Cabal, Maria-Paz
, p. 479 - 484 (2008/09/21)
A convenient stereoselective preparation of meso- and cis-2,6- diarylpiperidin-4-ones has been developed by aza-Diels-Alder reaction catalyzed by L-proline from simple and commercially available starting materials. Georg Thieme Verlag Stuttgart.
Proline-catalyzed imino-Diels-Alder reactions: Synthesis of meso-2,6-diaryl-4-piperidones
Aznar, Fernando,Garcia, Ana-Belen,Cabal, Maria-Paz
, p. 2443 - 2448 (2007/10/03)
Amine-catalyzed imino-Diels-Alder reactions of acyclic α,β- unsaturated ketones with imines have been developed. L-Proline catalyzed the in situ generation of 2-amino-1,3-butadienes to provide a stereoselective synthesis of meso-2,6-diaryl-4-piperidones i
An imino-Diels-Alder route to meso-2,6-disubstituted-4-piperidones
García, Ana-Belén,Valdés, Carlos,Cabal, María-Paz
, p. 4357 - 4360 (2007/10/03)
A convenient stereoselective preparation of meso-2,6-disubstituted-4- piperidones has been developed by imino-Diels-Alder reaction of 2-amino-1,3-butadienes with imines in the presence of catalytic amount of Cu(TfO)2.