Biomimetic Synthesis Enables the Structure Revision
of Littordials E and F and Drychampone B
Posted on 2020-10-06 - 18:34
Structural
reassignments for littordial E, littordial F, and drychampone
B are proposed on the basis of consideration of their biosynthetic
origin. The key step in the proposed biosynthesis of each of these
meroterpenoids is an intermolecular hetero-Diels–Alder reaction
between an o-quinone methide and caryophyllene or
humulene. Biomimetic total synthesis of the natural products gave
sufficient material to allow their structure revision by NMR studies.
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Vieira de Castro, Tomás; Yahiaoui, Oussama; Peralta, Ricardo A.; Fallon, Thomas; Lee, Victor; George, Jonathan H. (2020). Biomimetic Synthesis Enables the Structure Revision
of Littordials E and F and Drychampone B. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.0c03156