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The Oxidation of the Double Bonds of β-Elemene

✍ Scribed by Alan F. Thomas; Christian Vial; Michel Ozainne; Günter Ohloff

Book ID
102857613
Publisher
John Wiley and Sons
Year
1973
Tongue
German
Weight
626 KB
Volume
56
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Peracid oxidation of β‐elemene (6) occurs by attack specifically on the isolated [isopropenyl] group at C(4). The structures of the epoxides thus obtained were demonstrated by [conversion] to tetrahydrogeijerol 12 (R  H), which was identical with the substance obtained from geijerone (2) by reduction, first catalytically, then with metal hydride. Ozonolysis of β‐elemene is less specific, attack occurring on the other isopropenyl group (at C(2)) in addition to the one at C(4), and subsequently on the vinyl group (at C(1)). The structures of the ozonolysis products were confirmed by a sequence of reactions from elemol.

📜 SIMILAR VOLUMES

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In previous papers we described the isolation of a new germacrane derivative, ageratriol I('), and of a new sesquiterpenic alcohol, p-elemen-qp-ol II (2) ,from Achilles ageratum L. (Compositae).

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