An Asymmetric Organocatalytic One-Pot Strategy to Octahydroacridines

An elegant sequence: An efficient method for the formation of octahydroacridines provides high yields and a high level of stereogenic control, and displays great tolerance towards different aldehydes, anilines, and nucleophiles (see scheme; TMS=trimethylsilyl; EWG=electron‐withdrawing group). The us...

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Veröffentlicht in:	Angewandte Chemie International Edition 2011-02, Vol.50 (7), p.1580-1583
Hauptverfasser:	Dickmeiss, Gustav, Jensen, Kim L., Worgull, Dennis, Franke, Patrick T., Jørgensen, Karl Anker
Format:	Artikel
Sprache:	eng
Schlagworte:	asymmetric synthesis octahydroacridines one-pot reactions organocatalysis Povarov reaction
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description	An elegant sequence: An efficient method for the formation of octahydroacridines provides high yields and a high level of stereogenic control, and displays great tolerance towards different aldehydes, anilines, and nucleophiles (see scheme; TMS=trimethylsilyl; EWG=electron‐withdrawing group). The use of different nucleophiles verifies an endo transition state in which π–π overlap of the aromatic rings plays an important role in the reactivity and selectivity.
doi_str_mv	10.1002/anie.201006608
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subjects	asymmetric synthesis octahydroacridines one-pot reactions organocatalysis Povarov reaction
title	An Asymmetric Organocatalytic One-Pot Strategy to Octahydroacridines
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