Beilstein J. Org. Chem.2008,4, No. 34, doi:10.3762/bjoc.4.34
, 3-hydroxyvibsanin E, furanovibsanin A, and 3-O-methylfuranovibsaninA are discussed, with focus on construction of the side chain and peripheral functionality associated with this group of natural products is the current focus of this report.
Keywords: diterpenes; furanovibsanin A; 3
-hydroxyvibsanin E; 3-O-methylfuranovibsaninA; natural products; terpenoids; vibsane; vibsanin E; Viburnum; Introduction
Vibsane-type diterpenes occur exclusively in Viburnum species such as V. awabuki [1], V. odoratissimum [2] and V. suspensum [3], and can be regarded as quite rare natural products. Nine
-hydroxyvibsanin E (13), furanovibsanin A (14), and 3-O-methylfuranovibsaninA (15) (Figure 2) building on core structures 10–12 (Figure 2).
Results and Discussion
As shown in the first generation retrosynthesis (Scheme 1) a [4+2] cycloaddition to install the required functionality was envisaged. All attempts
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Graphical Abstract
Figure 1:
A collection of the structural diversity seen in the vibsanin type diterpene family.