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Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones.


ABSTRACT: 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.

SUBMITTER: D V H 

PROVIDER: S-EPMC9878653 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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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 H   Annadate Ritesh A RA   Pansare Sunil V SV  

ACS omega 20230109 3


The organocatalytic asymmetric direct vinylogous aldol reaction of <i>N</i>-methylisatins <b>1</b> and γ-butenolides <b>2</b> to provide 3-hydroxy-2-oxindole derivatives <b>3</b> was investigated. A series of <i>N</i>-diaminophosphoryl aminothiourea catalysts <b>4</b> was synthesized, and their utility for the stereoselective formation of <b>3</b> was examined. ...[more]

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