Issue 21, 2014

Strategies for the construction of tetrahydropyran rings in the synthesis of natural products

Abstract

This review focuses on the methodology used for the construction of tetrahydropyran (THP) rings in the synthesis of natural products over the last seven years. While methods like cyclisation onto oxocarbenium ions, reduction of cyclic hemi-ketals, Michael reactions, hetero-Diels–Alder cycloadditions and cyclisations onto epoxides continue to find application, several other strategies including metal-mediated cyclisations, ring-closing metathesis, radical cyclisations and carbocation cyclisations have also found use. This review is intended to provide an overview of the area for those who are unfamiliar, and to refresh and remind those who do work in the area of the exciting developments in the field.

Graphical abstract: Strategies for the construction of tetrahydropyran rings in the synthesis of natural products

Article information

Article type
Review Article
Submitted
24 Feb 2014
Accepted
04 Apr 2014
First published
04 Apr 2014

Org. Biomol. Chem., 2014,12, 3323-3335

Author version available

Strategies for the construction of tetrahydropyran rings in the synthesis of natural products

N. M. Nasir, K. Ermanis and P. A. Clarke, Org. Biomol. Chem., 2014, 12, 3323 DOI: 10.1039/C4OB00423J

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