6533b826fe1ef96bd1283b32

RESEARCH PRODUCT

Organocatalytic Asymmetric Synthesis of 2,3′-Connected Bis-Indolinones by Mannich Reactions of N-Acetylindolin-3-ones with Isatin N-Boc Ketimines

Suruchi MahajanAnssi PeuronenKari RissanenV. Pratap Reddy GajulapalliDipti S. KunduEhsan JafariDieter Enders

subject

010405 organic chemistryStereochemistryIsatinOrganic ChemistryEnantioselective synthesis010402 general chemistry01 natural sciencesMedicinal chemistryCatalysis0104 chemical sciencesStereocenterchemistry.chemical_compoundchemistryThioureaOrganocatalysisDiamineBifunctionalMannich reaction

description

A highly diastereo- and enantioselective Mannich reaction of N-acetylindolin-3-ones with isatin N-Boc ketimines to form 2,3′-connected bis-indolinones is developed employing a low loading of a readily available bifunctional thiourea catalyst. The asymmetric synthesis connects two indolinones via a vic-diamine unit and generates two neighboring stereocenters.

https://doi.org/10.1055/s-0036-1590823