A flexible route to substituted hydroxy-cyclopentanones from cyclobutanones

Abstract : Acetonyl radicals derived from TBS-protected 1-(alpha-xanthylacetyl)-1-cyclobutanes readily undergo addition to unactivated alkenes. Deprotection of the resulting adducts with Et4NF/THF and exposure to silica gel cause ring expansion to give substituted hydroxycyclopentanones. Products of addition to ally! cyanide also underwent beta-elimination of the xanthate when treated with Et4NF/THF. (C) 2015 Elsevier Ltd. All rights reserved.
Type de document :
Article dans une revue
Tetrahedron Letters, Elsevier, 2015, 56 (23), pp.3679-3682. 〈10.1016/j.tetlet.2015.04.063〉
Liste complète des métadonnées

https://hal-polytechnique.archives-ouvertes.fr/hal-01186605
Contributeur : Denis Roura <>
Soumis le : mardi 25 août 2015 - 12:43:14
Dernière modification le : jeudi 11 janvier 2018 - 06:18:30

Identifiants

Citation

Rama Heng, Samir Z. Zard. A flexible route to substituted hydroxy-cyclopentanones from cyclobutanones. Tetrahedron Letters, Elsevier, 2015, 56 (23), pp.3679-3682. 〈10.1016/j.tetlet.2015.04.063〉. 〈hal-01186605〉

Partager

Métriques

Consultations de la notice

74