Showing papers on "Ferrier carbocyclization published in 2009"
TL;DR: An iron-catalyzed tandem isomerization-intramolecular aldolization reaction was developed to prepare cyclohexenone derivatives bearing substituents on the double bond, and it has been applied in a short synthesis of 4-epi-gabosines A and B, from d-glucose.
17 citations
TL;DR: The present reaction was shown to proceed under kinetic control to give approximately 1.3:1.0 mixture of alpha and beta anomers, indicating that a kinetic anomeric effect does not operate.
14 citations
TL;DR: Fluoroboronic acid adsorbed on silica gel (HBF 4 ·SiO 2 ) catalyzes the Ferrier rearrangement of per-O-acetylated glycals with alcohols and sulfonamides to give 2,3-unsaturated O- and N-glycosides in good to excellent yield and with high α-stereoselectivity as discussed by the authors.
Abstract: Fluoroboronic acid adsorbed on silica gel (HBF 4 ·SiO 2 ) catalyzes the Ferrier rearrangement of per-O-acetylated glycals with alcohols and sulfonamides to give 2,3-unsaturated O- and N-glycosides in good to excellent yield and with high α-stereoselectivity.
5 citations
TL;DR: In this article, an iron-catalyzed tandem isomerization-intramolecular aldolization reaction was developed to prepare cyclohexenone derivatives bearing substituents on the double bond, and it was applied in a short synthesis of 4-epi-gabosines A and B, from D-glucose.
Abstract: Starting from vinylpyranoses an iron-catalyzed tandem isomerization–intramolecular aldolization reaction was developed to prepare cyclohexenone derivatives bearing substituents on the double bond, and it has been applied in a short synthesis of 4-epi-gabosines A and B, from D-glucose.