Organocatalytic multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydropyridines: key substrate selection enabling regio- and stereoselectivities.
نویسندگان
چکیده
We have developed the first multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydropyridines bearing three contiguous stereogenic centers under iminium activation. The key to the success of this reaction was the use of polyfunctional substrates including 2-aminophenols and scarcely used β-ketoamides triggering a thermodynamically controlled regio- and diastereoselective sequence.
منابع مشابه
Organocatalytic asymmetric multicomponent reactions of aromatic aldehydes and anilines with β-ketoesters: facile and atom-economical access to chiral tetrahydropyridines.
The first catalytic asymmetric pseudo five-component (AB(2)C(2) type) reaction is reported. A spirocyclic chiral phosphoric acid catalyzed one-pot multicomponent reaction of aromatic aldehydes, anilines and β-ketoesters and afforded highly functionalized enantioenriched tetrahydropyridines with high levels of stereocontrol.
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ورودعنوان ژورنال:
- Chemical communications
دوره 51 10 شماره
صفحات -
تاریخ انتشار 2015