Total Synthesis of Acanthodoral Using a Rearrangement Strategy
Overview
Overview
Journal
Org Lett
Publisher
American Chemical Society
Specialties
Biochemistry
Chemistry
Chemistry
Date
2024 Jan 2
PMID
38165657
Authors
Affiliations
Affiliations
Soon will be listed here.
Abstract
We present the second total synthesis of (±)-acanthodoral, a sesquiterpenoid derived from the marine nudibranch . Our approach involves a concise three-step transformation from a previously reported compound, resulting in the formation of a less strained precursor of the bicyclo[3.1.1]heptane core and both all-carbon quaternary stereocenters characteristic of the natural product. Notably, this synthetic route incorporates two pivotal steps: a Sm(II)-induced 1,2-rearrangement and a semipinacol rearrangement.
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