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Monosaccharidic Push-pull Butadienes: Versatile Synthetic Intermediates
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Ahmed Bari
Published/Copyright:
June 2, 2014
Monosaccharidic push-pull butadienes are interesting building blocks for the synthesis of various heterocyclic and natural products due to their biological prevalence and significant p-electron interactions between donor and acceptor groups. A series of 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy- 2-formyl-D-arabino-hex-1-enitol (2) and 1,5-anhydro-3,4-di-O-benzyl-2-deoxy-2-formyl-L-erythrohex- 1-enitol (4) derived push-pull branched chain sugars have been synthesized by condensation with active methylene compounds using basic aluminum oxide (Al2O3) or anhydrous sodium acetate (NaOAc) at room temperature. The compounds have been fully characterized by spectroscopic techniques and elemental analyses.
Graphical Abstract
Monosaccharidic Push-pull Butadienes: Versatile Synthetic Intermediates
Keywords : Push-pull Butadiene; Nucleoside Analogs; Active Methylene Compounds; Condensation; Formyl Glycal
Received: 2013-6-28
Published Online: 2014-6-2
Published in Print: 2014-1-1
© 1946 – 2014: Verlag der Zeitschrift für Naturforschung
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Keywords for this article
Push-pull Butadiene;
Nucleoside Analogs;
Active Methylene Compounds;
Condensation;
Formyl Glycal
Articles in the same Issue
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- Fluorodinitroethyl Ortho-carbonate and -formate as Potential High Energy Dense Oxidizers
- Single-Crystal Structures and Vibrational Spectra of Li[SCN] and Li[SCN] · 2H2O
- Phosphanchalkogenide und ihre Metallkomplexe. II. Komplexe einiger Gold(I)-Halogenide mit Diphosphanmonochalkogeniden [1] / Phosphane Chalcogenides and their Metal Complexes. II. Gold(I) Halide Complexes of some Diphosphane Monochalcogenides
- Synthesis, Crystal Structures and Properties of Two Heterometallic Complexes [Cu2M] (M = Cd, Mn) with a Novel Oxamato-bridged Ligand
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