Journal
ORGANIC LETTERS
Volume 22, Issue 20, Pages 8161-8166Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03156
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Funding
- Australian Research Council Future Fellowship [FT170100437]
- Australian Research Council [FT170100437] Funding Source: Australian Research Council
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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 heteroDiels-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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