AI Article Synopsis
- The study reports the first total synthesis of eight -pimaranes utilizing a concise and enantioselective approach, consisting of 11-16 steps.
- Key techniques include a Sharpless asymmetric dihydroxylation, a Brønsted acid-catalyzed cationic bicyclization, and a mild Rh-catalyzed arene hydrogenation, which facilitate a rapid transition to a critical synthetic branching point.
- Subsequent selective functional group manipulations allow for the creation of -pimaranes with various modifications in the A- and C-rings.
Article Abstract
We present the first total synthesis of eight -pimaranes via a short and enantioselective route (11-16 steps). Key features of the divergent synthesis are a Sharpless asymmetric dihydroxylation, a Brønsted acid catalyzed cationic bicyclization, and a mild Rh-catalyzed arene hydrogenation for rapid access to a late synthetic branching point. From there on, selective functional group manipulations enable the synthesis of -pimaranes bearing different modifications in the A- and C-rings.
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Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7613685 | PMC |
| http://dx.doi.org/10.1021/acs.orglett.2c02843 | DOI Listing |
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