As part of our program aimed at the synthesis of bioactive products, the enantiospecific synthesis of 8-epi-vernolepin derivatives, starting from accessible germacrolides, was attempted. Synthesis of (ϩ)-8-O-acetyl-1,2,11β,13-tetrahydro-8-epi-vernolepin (23) from (ϩ)-salonitenolide (6) was performed in nine steps with an acceptable overall yield. On the other hand, the synthesis from (ϩ)-stenophyllolide (5) presented several intrinsic difficulties and was discarded. (ϩ)-Salonitenolide provides one of the most useful raw materials for the synthesis of (ϩ)-vernolepin related compounds preserving its functionalization at C-8.
A detailed study of the essential oil from the wood of Juniperus oxycedrus L. allowed the identification of 42 components, 15 of them being reported the first time in this oil.
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