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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 23
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Original Articles

Design of the Synthesis of Steroidal 1,3,5(10),9(11)-Tetraenes via Isomerization of 1,3,5(10),8-Isomers - effect of the Solvent System

Li-Gong Liu Department of Chemistry, Central Queensland University, Rockhampton, Queensland, Australia, 4702
,
Tong Zhang Department of Chemistry, Central Queensland University, Rockhampton, Queensland, Australia, 4702
&
Zhen-Su Li School of Pharmaceutical Sciences, Beijing Medical University, Beijing, 100083, P. R. China
Pages 4437-4446 | Received 15 Apr 1996, Published online: 23 Aug 2006
 
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Abstract

p-Toluenesulphonic acid catalytic isomerization of 1,3,5(10),8-tetraene steroids in benzene or toluene with the presence of acetic acid is established as a simple high-yield (85∼89%) procedure to the synthesis of the corresponding 9(11)-isomers. The solvation effect is discussed for the design of the new reaction media.

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