Synthesis and Evaluation of <i>N</i>-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3<i>H</i>)-Furanones
D. V. Hrishikesh, Ritesh A. Annadate, Sunil V. Pansare
Abstract
High Resolution Image Download MS PowerPoint Slide The organocatalytic asymmetric direct vinylogous aldol reaction of N -methylisatins 1 and γ-butenolides 2 to provide 3-hydroxy-2-oxindole derivatives 3 was investigated. A series of N -diaminophosphoryl aminothiourea catalysts 4 was synthesized, and their utility for the stereoselective formation of 3 was examined.
Topics & Concepts
Aldol reactionBifunctionalOxindoleCatalysisChemistryStereoselectivityOrganocatalysisEnantioselective synthesisOrganic chemistryStereochemistryAsymmetric Synthesis and CatalysisCarbohydrate Chemistry and SynthesisSynthesis and Catalytic Reactions