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Bis-allylic Reactivity of the Funicolides, 5,8(17)-diunsaturated briarane diterpenes of the sea pen Funiculina quadrangularis from the tuscan archipelago, leading to 16-nortaxane derivatives

✍ Scribed by Antonio Guerriero; Michele D'Ambrosio; Francesco Pietra


Book ID
102859862
Publisher
John Wiley and Sons
Year
1995
Tongue
German
Weight
929 KB
Volume
78
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Funicolides A–C (1–3), D (5), and E (7) and 7‐epifunicolide A (4), new 5,8(17)‐diunsaturated briarane diterpenes, as well as the known analogue brianthein W (6), were isolated from the pennatulacean coral Funiculina quadrangularis (PALLAS, 1766) collected in the Tuscan archipelago. Easy degradation under oxidative and/or basic conditions served to assign the ester groups at C(2) or C(14), while revealing bis‐allylic reactivity at C(7) with formation of 16‐nortaxane derivatives.