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Organocatalytic Asymmetric Synthesis of 2,3′-Connected Bis-Indolinones by Mannich Reactions of N-Acetylindolin-3-ones with Isatin N-Boc Ketimines
Synthesis ( IF 2.2 ) Pub Date : 2017-08-01 , DOI: 10.1055/s-0036-1590823
Dieter Enders 1 , V. Gajulapalli 1 , Ehsan Jafari 1 , Dipti Kundu 1 , Suruchi Mahajan 1 , Anssi Peuronen 2 , Kari Rissanen 2
Affiliation  

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.

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.



中文翻译:

N-乙酰吲哚-3-酮与Isatin N-Boc酮亚胺的曼尼希反应有机催化不对称合成2,3'-连接的Bis-吲哚满酮

摘要

的高度diastereo-和不对称曼尼希反应Ñ -acetylindolin -3-酮与靛红Ñ -Boc酮亚胺以形成2,3'-连接双-吲哚满酮开发采用容易获得的双官能硫脲催化剂的低负载。不对称合成通过vic-二胺单元连接两个吲哚酮,并生成两个相邻的立体中心。

的高度diastereo-和不对称曼尼希反应Ñ -acetylindolin -3-酮与靛红Ñ -Boc酮亚胺以形成2,3'-连接双-吲哚满酮开发采用容易获得的双官能硫脲催化剂的低负载。不对称合成通过vic-二胺单元连接两个吲哚酮,并生成两个相邻的立体中心。

更新日期:2017-08-01
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