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Beilstein J. Org. Chem. 2017, 13, 1361–1367, doi:10.3762/bjoc.13.133
Graphical Abstract
Figure 1: The major diterpene polyols from croton oil [phorbol (1a), 4α-phorbol (2), 4-deoxy-4α-phorbol (3a)]...
Beilstein J. Org. Chem. 2008, 4, No. 34, doi:10.3762/bjoc.4.34
Figure 1: A collection of the structural diversity seen in the vibsanin type diterpene family.
Figure 2: Vibsanin type diterpene synthetic targets.
Scheme 1: Retrosynthesis of vibsanin type targets.
Scheme 2: The four functional group areas identified for investigation.
Scheme 3: Acetone sidechain studies.
Figure 3: ORTEP diagrams of compounds 24 and 23 (30% probability elipsoids).
Scheme 4: α-Hydroxylation investigations.
Figure 4: ORTEP diagram of compound 32 (30% probability ellipsoids).
Scheme 5: Investigating literature methods to install the furan ring system.
Scheme 6: Installation of the furan ring system continued.
Scheme 7: Installation of the enol sidechain utilizing Wittig chemistry.
Scheme 8: Attempts to gain access to targets 50 and 51.
Scheme 9: Further attempts to gain access to target compound 51.