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A Biomimetic Synthesis of Sacculatane Diterpenoids

✍ Scribed by Marina Grinco; Veaceslav Kulciţki; Nicon Ungur; Pavel F. Vlad; Margherita Gavagnin; Francesco Castelluccio; Guido Cimino

Publisher
John Wiley and Sons
Year
2008
Tongue
German
Weight
200 KB
Volume
91
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The biomimetic synthesis of sacculatane‐type epimeric compounds 14a and 14b is reported. The key synthetic step is the low‐temperature superacidic cyclization of (all‐E)‐ω‐acetoxygeranylgeraniol 12 obtained in nine steps from geranyllinalool (13). The 19‐acetoxysacculata‐7,17‐dien‐11‐ol (14a) could be an important and convenient starting compound for the synthesis of other sacculatane diterpenoids.

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