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A model synthesis of the bicyclic core structure of the furanoheliangolide sesquiterpenes

✍ Scribed by Mauricio Gomes Constantino; Adilson Beatriz; Gil Valdo José da Silva

Book ID
104210774
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
129 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

A bicyclo[6.2.1]undecane structure, a model for the core structure of several biologically active furanoheliangolide sesquiterpenes, was synthesized through a retro±aldol reaction from a tricyclo-[6.2.1.0 2,7 ]undecane. The required tricyclic compound was prepared by a Diels±Alder reaction followed by minor transformations.

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Synthesis of the Bicyclic Core of Pumili
Synthesis of the Bicyclic Core of Pumiliotoxins
✍ Alexander Sudau; Winfried Münch; Jan-W. Bats; Udo Nubbemeyer 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 240 KB 👁 1 views

The bicyclic core of the pumiliotoxins was synthesized in nine to eleven steps starting from L-(-)-proline. This chiral pool starting material was initially converted into an optically active 2-vinylpyrrolidine by standard operations. The first key step allowed the generation of a nine-membered ring