Volume 52, Issue 49 pp. 12786-12798
Minireview

Fenestranes in Synthesis: Unique and Highly Inspiring Scaffolds

Dr. Aicha Boudhar

Dr. Aicha Boudhar

Faculté de Pharmacie, Université de Strasbourg, UMR 7200 CNRS/UDS, 74 Route du Rhin, Strasbourg (France) http://www-chimie.u-strasbg.fr/∼lsb/

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Dr. Mélanie Charpenay

Dr. Mélanie Charpenay

Faculté de Pharmacie, Université de Strasbourg, UMR 7200 CNRS/UDS, 74 Route du Rhin, Strasbourg (France) http://www-chimie.u-strasbg.fr/∼lsb/

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Dr. Gaëlle Blond

Dr. Gaëlle Blond

Faculté de Pharmacie, Université de Strasbourg, UMR 7200 CNRS/UDS, 74 Route du Rhin, Strasbourg (France) http://www-chimie.u-strasbg.fr/∼lsb/

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Dr. Jean Suffert

Corresponding Author

Dr. Jean Suffert

Faculté de Pharmacie, Université de Strasbourg, UMR 7200 CNRS/UDS, 74 Route du Rhin, Strasbourg (France) http://www-chimie.u-strasbg.fr/∼lsb/

Faculté de Pharmacie, Université de Strasbourg, UMR 7200 CNRS/UDS, 74 Route du Rhin, Strasbourg (France) http://www-chimie.u-strasbg.fr/∼lsb/===Search for more papers by this author
First published: 07 November 2013
Citations: 51

Graphical Abstract

Highly strained: Four condensed cycles and a distorted tetracoordinated carbon center with bond angles greater than the regular 109.4° make the scaffold of fenestranes quite unique. A definition and nomenclature of these scaffolds is followed by a detailed overview over recent syntheses of these strained molecules, including their impact on the study of planar tetracoordinate carbon atoms.

Abstract

The scaffold of fenestranes is quite unique, as it contains four condensed cycles and a distorted tetracoordinated central carbon atom with bond angles greater than the regular 109°28“. In this Minireview, a detailed overview on the developments regarding this compound class, including their synthesis, is given for the time period since 2006. In the past years, natural products that belong to the class of heterofenestranes have been isolated and their syntheses will also be discussed.

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