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Synthesis of sterically hindered enamides via a Ti-mediated condensation of amides with aldehydes and ketones

Genovino, Julien and Lagu, Bharat and Toure, Bakary-Barry and Wang, Kate (2012) Synthesis of sterically hindered enamides via a Ti-mediated condensation of amides with aldehydes and ketones. Chemical Communications, 48 (53). pp. 6735-6737. ISSN 1359-7345

Abstract

The first TiCl(4)-mediated condensation of secondary amides with aldehydes and ketones has been achieved. The reaction proceeds at room temperature and is complete within 5 h in most cases. The optimized procedure used 5 equiv of an amine base hinting that the in situ activation of both the amide and the Lewis acid is required. The reaction affords polysubstituted (E)-enamides.

Item Type: Article
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Keywords: enamides, titanium tetrachloride, carbonyl compounds, amides
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Date Deposited: 13 Oct 2015 13:14
Last Modified: 13 Oct 2015 13:14
URI: https://oak.novartis.com/id/eprint/8040

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