ABSTRACT
The combination of cyclic ketones and stannyl amine protocol (SnAP) reagents affords saturated, spirocyclic N-heterocycles under operationally simple reaction conditions. The resulting, N-unprotected spirocyclic amines are in great demand as scaffolds for drug discovery and development. The union of SnAP reagents and acyclic trifluoromethylketones yields α-CF3 morpholines and piperazines.
Subject(s)
Amines/chemistry , Ketones/chemistry , Spiro Compounds/chemistry , Spiro Compounds/chemical synthesis , Chemistry Techniques, Synthetic , Drug Discovery , Indicators and Reagents/chemistryABSTRACT
This chapter offers a general review of the evolvement of methods for the stereoselective synthesis of Z-alkenes, with a focus on the development of catalytic systems towards this goal in recent years.
Subject(s)
Alkenes/chemical synthesis , Molecular Structure , StereoisomerismSubject(s)
Benzopyrans/chemistry , Benzopyrans/chemical synthesis , Cyclization , Drug Design , Humans , Molecular Structure , StereoisomerismABSTRACT
An unprecedented enantioselective organocatalytic Michael/hemiketalization/retro-Henry cascade sequence is described, which catalyzed by a simple bifunctional indane amine-thiourea catalyst. This process provides a new route to the enantioselective synthesis of 5-nitro-pent-2-enoates, a precursor to α-ketolactam.