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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 10
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Original Articles

Simple Synthesis of Eudesmin through Oxidative Coupling of Carbanions and Reductive Catalytic Hydrogenation of Diketo Diester

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Pages 1665-1673 | Received 01 Jan 2006, Published online: 22 May 2007
 

Abstract

A simple synthesis of eudesmin (1) is described. The key fragments were diol 13, dicarbethoxyethane 4, and diketo diester 5, which were prepared via reductive catalytic hydrogenation and oxidative intermolecular coupling of carbanions. This method is useful to generate the core skeleton of an endo–endo furofuran ring.

Acknowledgments

This work was supported by Korea Science and Engineering Foundation (KOSEF) (Grant No. RO5‐2004‐000‐10742–0).

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