From a remarkable manifestation of polar effects in a radical fragmentation to the convergent synthesis of highly functionalized ketones.

Laurent Debien 1 Samir Z Zard 1
1 DCSO - Laboratoire de synthèse organique
Abstract : A new radical addition/C-C bond fragmentation process is reported. Vinyl carbinols derived from 2-methyl-2-phenylpropanal react with radicals generated from xanthates to give the corresponding ketones. The radical cleavage reaction proceeds under mild conditions, in good to high yield, and in the presence of the unprotected carbinol. Highly functionalized 1,5-diketones and pyridines are readily available using this approach.
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Article dans une revue
Journal of the American Chemical Society, American Chemical Society, 2013, 135 (10), pp.3808-3811. 〈10.1021/ja400831w〉
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https://hal-polytechnique.archives-ouvertes.fr/hal-00966618
Contributeur : Denis Roura <>
Soumis le : mercredi 26 mars 2014 - 21:53:34
Dernière modification le : jeudi 10 mai 2018 - 02:07:27

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Laurent Debien, Samir Z Zard. From a remarkable manifestation of polar effects in a radical fragmentation to the convergent synthesis of highly functionalized ketones.. Journal of the American Chemical Society, American Chemical Society, 2013, 135 (10), pp.3808-3811. 〈10.1021/ja400831w〉. 〈hal-00966618〉

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