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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 22
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Original Articles

A Novel and Convenient Synthesis of Coenzyme Q1

Liang Lu Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P.R. China
&
Fener Chen Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P.R. ChinaCorrespondence[email protected]
Pages 4049-4053 | Received 24 May 2004, Published online: 10 Jan 2011
 
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Abstract

A convenient and efficient synthetic route to Coenzyme Q1 (6) starting from 3,4,5‐trimethoxytoluene (1) is described. The key features of this synthesis include the Diels–Alder reaction of 2,3‐dimethoxy‐l,4‐benzoquinone (3) with cyclopentadiene and the introduction of a C5 side chain to 4,5‐dimethoxy‐2‐methyltricyclo[6.2.1.02,7]undeca‐4,9‐diene‐3,6‐dione (4) under mild conditions, (6) was obtained in overall 60% yield.

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