Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines
The synthesis of piperidines and piperidines derivatives in enantiopure fashion has been a challenging goal for organic chemists. In this report we developed a nice cascade reaction for piperidine derivatives based in an amidomalonate Michael addition to enals followed by an intramolecular hemiaminal formation with good yields and enantioselectivities. Moreover we studied the 'in situ' intramolecular cyclization of this hemiaminals with alcohols forming fused piperidine-oxazolidines.
?íhalová, Sylva,Valero, Guillem,Schimer, Ji?í,Humpl, Marek,Dra?ínsky, Martin,Moyano, Albert,Rios, Ramon,Vesely, Jan
scheme or table
p. 8942 - 8950
(2011/12/01)
Highly enantioselective organocatalytic synthesis of piperidines. Formal synthesis of (-)-Paroxetine
A highly enantioselective organocatalytic synthesis of piperidines is reported. The reaction is catalyzed by simple and commercially available secondary amines, affording the corresponding adducts with high yields and enantioselectivities. Moreover, this
Valero, Guillem,Schimer, Jiri,Cisarova, Ivana,Vesely, Jan,Moyano, Albert,Rios, Ramon
scheme or table
p. 1943 - 1946
(2009/09/28)
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