Journal
ORGANIC LETTERS
Volume 25, Issue 15, Pages 2642-2646Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c00705
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An organocatalyzed stereoselective domino reaction for the synthesis of multicyclic spirooxindole derivatives bearing two stereogenic quaternary carbon atoms is reported. The chiral thiourea catalyst with alkyl substitution efficiently tolerates a wide range of substrates, yielding spirooxindole derivatives with an O,O-acetal-fused tricyclic skeleton or tetrahydroxanthone moiety in moderate to good yields and excellent selectivities. The products generated from this method show promising anticancer activities.
An organocatalyzed stereoselective domino reaction as a facile approach to multicyclic spirooxindole derivatives bearing two stereogenic quaternary carbon atoms is reported. The alkyl substituted chiral thiourea catalyst was efficient for the reaction to tolerate a wide range of substrates, furnishing a new class of spirooxindole derivatives bearing an O,O-acetal-fused tricyclic skeleton or tetrahydroxanthone moiety in moderate to good yields with good to excellent selectivities. The products generated from this method have promising anticancer activities.
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