Synthesis and stereochemistry of new tetraspiro-1,3-dioxanes

Dorina Opris; Ion Grosu; Loïc Toupet; Gérard Plé; Anamaria Terec; Sorin Mager; Luminita Muntean

doi:10.1039/B104604G

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Synthesis and stereochemistry of new tetraspiro-1,3-dioxanes

Dorina Opris,^a Ion Grosu,*^a Loïc Toupet,^b Gérard Plé,^c Anamaria Terec,^a Sorin Mager^a and Luminita Muntean^a

Author affiliations

* Corresponding authors

^a “Babes-Bolyai” University, Organic Chemistry Department and CSOFSTM, 11 Arany Janos str., RO-3400 Cluj-Napoca, Romania
E-mail: igrosu@chem.ubbcluj.ro
Fax: 40 6419 0818
Tel: 40 6419 3833

^b Université de Rennes 1, UMR C-6626, Bat. 11A, Campus de Beaulieu, 35042 Rennes, Cedex France

^c Université de Rouen, IRCOF, UMR 6014, Faculté des Sciences, Cedex France

Abstract

The synthesis and the stereochemistry of new tetraspiro-1,3-dioxanes are reported. The configuration of isomers is discussed considering the helical chirality of spiranes with six-membered rings. The X-ray structures of three compounds exhibiting different configurations and conformations of the polyspiro skeleton are described. The flexible or anancomeric behaviour of the rings of the spiro skeleton is investigated by conformational analysis and dynamic NMR.

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Supplementary files

Crystal structure data TXT (53K)

Article information

DOI: https://doi.org/10.1039/B104604G
Article type: Paper
Submitted: 24 May 2001
Accepted: 06 Aug 2001
First published: 18 Sep 2001

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J. Chem. Soc., Perkin Trans. 1, 2001, 2413-2420

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Synthesis and stereochemistry of new tetraspiro-1,3-dioxanes

D. Opris, I. Grosu, L. Toupet, G. Plé, A. Terec, S. Mager and L. Muntean, J. Chem. Soc., Perkin Trans. 1, 2001, 2413 DOI: 10.1039/B104604G

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Journal of the Chemical Society, Perkin Transactions 1

Synthesis and stereochemistry of new tetraspiro-1,3-dioxanes

Abstract

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Synthesis and stereochemistry of new tetraspiro-1,3-dioxanes

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