Stereoselective synthesis of the decahydrofluorene core of the hirsutellones

doi:10.1016/j.tetlet.2010.10.111

Tetrahedron Letters

Volume 52, Issue 17, 27 April 2011, Pages 2072-2075

https://doi.org/10.1016/j.tetlet.2010.10.111 Get rights and content

Abstract

A stereoselective synthesis of the decahydrofluorene core of the hirsutellones was accomplished in eight steps and in 43% overall yield. The key step of the synthesis is the highly stereoselective intramolecular Diels–Alder cyclization of the siloxacyclopentene-constrained tetraene 1.

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Acknowledgment

The financial support provided by the National Institutes of Health (GM026782) is gratefully acknowledged.

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Stereoselective synthesis of the decahydrofluorene core of the hirsutellones

Abstract

Graphical abstract

Section snippets

Acknowledgment

Tetrahedron

Org. Lett.

Org. Lett.

Org. Lett.

Angew. Chem., Int. Ed.

Org. Lett.

Tetrahedron Lett.

Org. React.

Chem. Soc. Rev.

Chem. Rev.

Chem. Soc. Rev.

Org. Lett.