Diterpenes and related cycloadducts from Taiwania cryptomerioides
Resource
Phytochemistry 42 (6): 1657-1663
Journal
Phytochemistry
Journal Volume
42
Journal Issue
6
Pages
1657-1663
Date Issued
1996
Date
1996
Author(s)
Abstract
Seven new compounds were isolated from the leaves of Taiwania crypomerioides. Taiwaniaquinone D and taiwaniaquinone E are diterpenes having a six-five-six fused ring skeleton. Taiwaniadduct A is a [4 + 2] cycloaddition product of β-myrcene and taiwaniaquinone A. Taiwaniadduct B and taiwaniadduct C are isomers derived from [4 + 2] cycloadditions of trans- ozic acid and taiwaniaquinone A. Taiwaniadduct D is formally an ene reaction product of taiwaniadduct B. Taiwaniadduct E is a [5 + 2] cycloaddition product of taiwaniaquinone A and trans-ozic acid. The structure determination of these new compounds was based on spectral analyses and chemical transformation. A crystalline compound, prepared by bismethylation of taiwaniadduct D, was analysed by X-ray diffraction to establish the stereochemistry.
Type
journal article
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