Topic
Ferrier rearrangement
About: Ferrier rearrangement is a research topic. Over the lifetime, 321 publications have been published within this topic receiving 5524 citations.
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TL;DR: The inhibitory activities of the synthesized molecules were tested against commercially available enzymes, which revealed the sugar-piperidine and sugar- pyran hybrids as potent and selective inhibitors.
Abstract: A few bicyclic hybrid sugar molecules comprising of oxa-aza, oxa-oxa, and oxa-carbasugar fused skeletons were designed and synthesized from C-2 acetoxyglucal involving Ferrier rearrangement, Grignard addition, and ring-closing metathesis as key steps. The inhibitory activities of the synthesized molecules were tested against commercially available enzymes, which revealed the sugar–piperidine and sugar–pyran hybrids as potent and selective inhibitors.
32 citations
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TL;DR: A Ferrier rearrangement strategy starting from α-d-glucose gave a protected inositol, which after coupling to a chiral diacylglycerol phosphoramidite, provided a tritium-labeled, benzophenone-containing derivative of P-l-(O-aminopropyl) linked dipalmitoyl PtdIns(3,4)P2.
32 citations
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TL;DR: In this paper, a simple and convenient method for the synthesis of aryl-3,4,6-tri-O-benzyl-2-deoxy-methylene-hexopyranosides 5,6 and 7, glycosides which are not accessible by the conventional Ferrier rearrangement, has been described based on the Mitsunobu reaction of alcohols 3 and 4 with substituted phenols.
32 citations
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TL;DR: In this paper, a short and facile entry to the 2, 3-unsaturated O-aryl glyco sides via microwave induced Ferrier rearrangement of acetylated glucal is reported.
31 citations
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TL;DR: In this article, various glycals underwent smooth Lewis acid-catalysed allylic rearrangement reactions with O-nucleophiles to yield 2,3-unsaturated glycoside derivatives.
30 citations