Abstract : Conjugate addition of lithium enolates onto terminal alkynyl- and allenyl-sulfoxides furnishes the corresponding allylic sulfoxides. The latter readily undergo a Mislow-Braverman-Evans rearrangement to yield the targeted α-keto vinyl carbinols. This two-step procedure does not require purification of the intermediates and constitutes the shortest approach to α-keto vinyl carbinols.
Type de document :
Article dans une revue
Organic Letters, American Chemical Society, 2013, 15 (23), pp.6066-6069. 〈10.1021/ol4029594〉
https://hal-polytechnique.archives-ouvertes.fr/hal-00966612
Contributeur : Denis Roura
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Soumis le : mercredi 26 mars 2014 - 21:39:01
Dernière modification le : jeudi 10 mai 2018 - 02:07:51
Laurent Debien, Samir Z Zard. A two-step synthesis of α-keto vinyl carbinols from ketones.. Organic Letters, American Chemical Society, 2013, 15 (23), pp.6066-6069. 〈10.1021/ol4029594〉. 〈hal-00966612〉
