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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 3
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Original Articles

A Convenient Synthesis of C-8 Oxo-eudesmane. Total Synthesis of (±)-Eudesma-5,7(11)-dien-8-one

P. M. Imamura Instituto de Quimica, Universidade Estadual de Campinas, C.P. 6154, CEP 13083-970, Campinas, SP, Brazil
&
R. T. Nogueira Instituto de Quimica, Universidade Estadual de Campinas, C.P. 6154, CEP 13083-970, Campinas, SP, Brazil
Pages 405-412 | Received 21 Jun 1994, Published online: 23 Sep 2006
 
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Abstract

The synthesis of (±)-eudesma-5,7(11)-dien-8-one 5 was accomplished in 5 steps from the known octalone 6. Reduction of the enone 5 with LAH followed by acetylation, furnished the mixture of (±)-coralloidin-A (11) and its C-8 epimer 12 in a ratio 2:1.

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