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. Author manuscript; available in PMC: 2019 Sep 22.
Published in final edited form as: Nat Chem. 2019 Mar 22;11(4):342–350. doi: 10.1038/s41557-019-0230-0

Figure 2. Select members of the gracilin A family and application of PDR to gracilin A.

Figure 2

a, Naturally–occurring spongiane diterpenoids bearing a common bis-acetoxy furanose moiety (red) selected as the hypothetical pharmacophore. b, PDR applied to gracilin A (1) leads to increasingly complex intermediates (i.e. 8, 7, 6) throughout the course of total synthesis from key intermediate 9.