Heterocycles p. 725 - 746 (1998)
Update date:2022-08-03
Topics:
D'Angelo, Jean
Cave, Christian
Desmaele, Didier
Gassama, Abdoulaye
Thominiaux, Cyrille
Riche, Claude
The addition reaction of chiral imines, (ent-10, 48, 70) and chiral enamino esters (52, 55, 73) with maleic anhydride (32), citraconic anhydride (57), α-chloroacrylonitrile (29), and nitroethylene (74), has been investigated. These condensations proved to be in general highly regio-, diastereo-, and enantioselective. In most cases the primary adducts underwent an in situ N-heterocyclization, allowing the enantioselective access to nitrogen-containing, five-and six-membered heterocycles.
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