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Total Synthesis of (+)-Myomontanone and (+)-10,11-Didehydromyomontanone

✍ Scribed by Roussis, Vassilios ;Hubert, Terrance D.

Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
352 KB
Volume
1992
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The sesquiterpenoid (+)‐myomontanone (2), a toxic component of the Australian plant Myoporum montanum, has been synthesized through a short efficient sequence. An electrochemical oxyselenation‐deselenation sequence allows oxidation of an intermediate olefin, in the presence of the furan ring, ultimatively providing the requisite enone of the natural product. This approach also allowed synthesis of (+)‐10,11‐didehydromyomontanone (13) and several other natural products of this family of furanosesquiterpenoids.

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