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Showing papers on "Ferrier rearrangement published in 1990"

Journal Article•DOI•
Direct preparation of 2-deoxy-d-glucopyranosides from glucals without ferrier rearrangement

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Véronique Bolitt1, Charles Mioskowski1, Sang Gyeong Lee2, John R. Falck•
University of Strasbourg1, University of Texas Southwestern Medical Center2
01 Nov 1990-Journal of Organic Chemistry
TL;DR: In this paper, an efficient catalytic procedure for the preparation of 2-deoxyglucosides from glucals without allylic or Ferrier rearrangement using triphenylphosphine hydrobromide and a wide variety of hydroxylic nucleophiles is described.
Abstract: An efficient catalytic procedure for the preparation of 2-deoxyglucosides from glucals without allylic or Ferrier rearrangement using triphenylphosphine hydrobromide and a wide variety of hydroxylic nucleophiles is described

189 citations

Journal Article•DOI•
A route to glycals in the allal and gulal series: synthesis of the thiosugar of esperamicin A1

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Mark D. Wittman, Randall L. Halcomb, Samuel J. Danishefsky, Jerzy Golik, Dolatrai M. Vyas 
01 Mar 1990-Journal of Organic Chemistry
TL;DR: In this paper, axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series.
Abstract: Axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series. An application of the method led to the synthesis of the esperamicin thiosugar, thereby establishing its absolute configuration

58 citations

Journal Article•DOI•
Synthetic methods for the preparation of basic D- and L-pseudo-sugars. Synthesis of carbocyclic analogues of N-acetyl-muramyl-L-alanyl-D-isoglutamine (MDP)

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Derek H. R. Barton1, S. Augy-Dorey2, José Camara2, P. Dalko2, J.M. Delaumény2, Stephane D. Gero2, Béatrice Quiclet-Sire2, P. Stütz •
Texas A&M University1, Institut de Chimie des Substances Naturelles2
01 Jan 1990-Tetrahedron
TL;DR: Two exocyclic olefins derived from D-glucosamine have been transformed by Ferrier rearrangement reaction into amino-cyclohexanones as discussed by the authors.

46 citations