Volume 27, Issue 11
Heterocyclic Compounds
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ChemInform Abstract: trans-Fused Crown Ethers from 2,5-O-Methylene-D-mannitol: Synthesis, X- Ray Diffraction Structure and Full Nuclear Magnetic Resonance Spectroscopic Data of 1,6-Diazido-1,6-dideoxy-2,5-O-methylene-3,4-O- naphthalene-2,3-diylbis(oxyethyleneoxyethylene)-D-mannitol and 3,4-Di- O-acetyl-1,6-diazido-1,6-dideoxy-2,5-O-methylene-D-mannitol.

M. NAZHAOUI

M. NAZHAOUI

Lab. Methodol. Synth. Enantiospec. Biomol., Univ. Henri Poincare-Nancy I, F-54506 Vandoeuvre-les-Nancy, Fr.

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J.-P. A. JOLY

J.-P. A. JOLY

Lab. Methodol. Synth. Enantiospec. Biomol., Univ. Henri Poincare-Nancy I, F-54506 Vandoeuvre-les-Nancy, Fr.

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J.-C. BERTRAND

J.-C. BERTRAND

Lab. Methodol. Synth. Enantiospec. Biomol., Univ. Henri Poincare-Nancy I, F-54506 Vandoeuvre-les-Nancy, Fr.

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V. DEL DUCA

V. DEL DUCA

Lab. Methodol. Synth. Enantiospec. Biomol., Univ. Henri Poincare-Nancy I, F-54506 Vandoeuvre-les-Nancy, Fr.

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A. AUBRY

A. AUBRY

Lab. Methodol. Synth. Enantiospec. Biomol., Univ. Henri Poincare-Nancy I, F-54506 Vandoeuvre-les-Nancy, Fr.

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M. BOUBOUH

M. BOUBOUH

Lab. Methodol. Synth. Enantiospec. Biomol., Univ. Henri Poincare-Nancy I, F-54506 Vandoeuvre-les-Nancy, Fr.

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First published: March 12, 1996

Abstract

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ChemInform Abstract

The title compound (I), prepared from D-mannitol in 6 steps, exists in a distorted chair conformation. The anomalous lack of complexing abilities of (I) and most related macrocycles towards phenylglycine methyl ester perchlorates can be explained by the rigidity of the dioxepane framework around the C-3/C-4 axis of D-mannitol.

chemical structure image

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