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Synthesis 2017; 49(22): 4986-4995
DOI: 10.1055/s-0036-1590823
DOI: 10.1055/s-0036-1590823
paper
Organocatalytic Asymmetric Synthesis of 2,3′-Connected Bis-Indolinones by Mannich Reactions of N-Acetylindolin-3-ones with Isatin N-Boc Ketimines
Authors
Weitere Informationen
Publikationsverlauf
Received: 02. Juni 2017
Accepted: 06. Juni 2017
Publikationsdatum:
01. August 2017 (online)
Abstract
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.
Key words
asymmetric synthesis - indolinone - bifunctional thiourea - organocatalysis - Mannich reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590823
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- Supporting Information (PDF)
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