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



: Gajulapalli VPR, Jafari E, Kundu DS, Mahajan S, Peuronen A, Rissanen K, Enders D

Publisher: GEORG THIEME VERLAG KG

: 2017

: Synthesis: stuttgart

: SYNTHESIS-STUTTGART

: SYNTHESIS-STUTTGART

: 49

: 22

: 4986

: 4995

: 10

: 0039-7881

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


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.



Last updated on 2024-26-11 at 15:11