Enantioselective Synthesis of Dispirooxindole Derivatives via Asymmetric Catalytic Cascade Reactions

A series of optically active 3,3′-pyrrolidinyl-dispirooxindole derivatives containing a CF3 moiety have been efficiently constructed through asymmetric catalytic cascade reactions catalyzed by cinchona-derived bifunctional squaramide catalyst, bearing four contiguous stereogenic centers, two of whic...

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Veröffentlicht in:Synthesis (Stuttgart) 2022-12, Vol.55 (12), p.1929-1939
Hauptverfasser: Ma, Rui, Zhang, Jia-Lu, Hu, Xiu-Qin, Xu, Peng-Fei
Format: Artikel
Sprache:eng
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Zusammenfassung:A series of optically active 3,3′-pyrrolidinyl-dispirooxindole derivatives containing a CF3 moiety have been efficiently constructed through asymmetric catalytic cascade reactions catalyzed by cinchona-derived bifunctional squaramide catalyst, bearing four contiguous stereogenic centers, two of which are vicinal spiro-stereocenters. Additionally, a wide range of substituted products were achieved with moderate to high yields (up to 99% yield) and excellent stereoselectivities (up to >20:1 dr for all cases and up to 99% ee).
ISSN:0039-7881
1437-210X
DOI:10.1055/a-2017-4738