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Catalytic Enantioselective Formal Hetero-Diels-Alder Reactions of Enones with Isatins to Give Spirooxindole Tetrahydropyranones
Ist Teil von
Chemistry : a European journal, 2013-05, Vol.19 (20), p.6213-6216
Ort / Verlag
Weinheim: WILEY-VCH Verlag
Erscheinungsjahr
2013
Quelle
MEDLINE
Beschreibungen/Notizen
Organocatalytic formal hetero‐Diels–Alder reactions of enones with isatins, which gave highly enantiomerically enriched functionalized spirooxindole tetrahydropyranones via an enamine‐based mechanism, were developed. The catalyst systems were identified by a screen of combinations of amines, acids, and additives. With the identified catalyst systems, various spirooxindole tetrahydropyranones were synthesized in high yields with high diastereo‐ and enantioselectivities (see scheme).