AI Article Synopsis
- The research focuses on synthesizing elisabethin A, a natural product, using two distinct methods.
- The first method follows the proposed biosynthesis, focusing on building a complex ring structure before forming a five-membered ring.
- The second method employs a Mitsunobu reaction for efficient cyclization, leading to a unique bicyclic compound, while both methods utilize a common precursor from a Claisen rearrangement.
Article Abstract
We describe our efforts toward the total synthesis of the natural product elisabethin A. The first route was guided by the proposed biosynthesis, assembling the 6,6-ring system before forming the five-membered ring including the quaternary carbon. The second approach includes a high yielding cyclization under Mitsunobu conditions as a key step. It allowed the preparation of an unusual and highly functionalized bicyclic 6,5-spiro compound. Both routes share a common advanced precursor obtained from an "underdeveloped" Claisen rearrangement of an aryl dienyl ether.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9680034 | PMC |
| http://dx.doi.org/10.1021/acs.joc.2c01914 | DOI Listing |
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