𝔖 Bobbio Scriptorium
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Constitution and biogenesis of two new sesquiterpenes

✍ Scribed by J. Gough; V. Powell; M.D. Sutherland

Book ID
104249770
Publisher
Elsevier Science
Year
1961
Tongue
French
Weight
221 KB
Volume
2
Category
Article
ISSN
0040-4039

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✦ Synopsis

STRUCTURAL. investigations of the two new sesquiterpenes (I and II) have provided further examples of optically inactive natural products containing asymmetric centres. The previously described geijerene lp2 (III) also belpngs to this class which requires in the biogenetic scheme, a special step leading to the formation of a racemic product. We have isolated from gurjun balsam oil and from Dvsoxvlon frazeranum oil3 a new sesquiterpene, (6-elemene), C15Ha*, b.p.10 107', g5 1.4828, dz5 .8590, [o]$O.O' (single peak on Apiezon M at 1700), which yields a crystalline nitrosochloride, m.p. 200°, [o]$O.O'. The infra-red and ultraviolet spectra are consistent with isolated vinyl (907, 1001 cm-') and vinylidene (894 cm-') groups and a trisubstituted double bond (818 cm-'). Complete hydrogenation yields C15Hj0, nD 25 1.4609, dz5 infra-red spectrum of which leads to a presumption of (IV).

.8399, [0]~-0.17', the identity with elemene 4

Ozonolysis of 8-elemene followed by treatment. of the ozonide with * Analyses consistent with quoted formulae were obtained in all cases.

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