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Showing papers on "Ferrier rearrangement published in 2020"


Journal ArticleDOI
TL;DR: Using a combination of gas-phase cryogenic infrared spectroscopy in helium nanodroplets and first-principles density functional theory, the first direct structural characterization of Ferrier cations is provided.

15 citations


Journal ArticleDOI
Puren Han1, Jianchao Liu1, Jin-Xi Liao1, Yuan-Hong Tu1, Jian-Song Sun1 
TL;DR: A reagent-controlled protocol for divergent and regio- and stereo-selective synthesis of C-glycosides has been established and the silence of the directing effect of o-DPPB was achieved by the introduction of ZnCl2 additive, which is operationally simple and efficient.
Abstract: By turning on or switching off the directing effect of the C3-OH-located o-diphenylphosphanylbenzoyl (o-DPPB) group in glycals, a reagent-controlled protocol for divergent and regio- and stereoselective syntheses of C-glycosides has been established. In particular, the silence of the directing effect of o-DPPB was achieved by the introduction of a ZnCl2 additive, which is operationally simple and efficient. The flexibility of the novel protocol was exhibited not only by the easy access of both α- and β-C-glycosides but also by the versatility of the obtained formal Ferrier rearrangement products, which can be easily derivatized to various C-glycoside analogues owing to the embedded multifunctionalities.

6 citations


Journal ArticleDOI
TL;DR: FeFeCl3/C was used as an efficient and convenient promoter for glycosylation through Ferrier-type rearrangement of 3,4,6-tri-Obenzyl-D-glucal as mentioned in this paper.

2 citations


OtherDOI
16 Apr 2020