Synthetic Studies toward the Total Synthesis of Scabrolide A
Herein, we report a concise route to the [5-5-6]-fused tricyclic core of scabrolide A and our efforts toward the construction of the fourth cycloheptane ring of the molecule via a 7-<i>endo-trig</i> radical cyclization. The tricyclic cyclohexenone core was assembled by a ring-closing metathesis (RCM) reaction followed by oxidation and concomitant isomerization of the double bond. These promising results have potential implications in the synthesis of similar tricyclic cores of many other congeners within this family of furanobutenolide-derived polycyclic cembranoids and norcembranoids.
Authors
- Sabnam Begum
- Tushar Kanti Chakraborty (ORCID: https://orcid.org/0000-0003-4301-3672)
Institutions
- Indian Institute of Science Bangalore (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-16
- DOI
- https://doi.org/10.1021/acs.joc.5c00298
- Primary Topic
- Synthetic Organic Chemistry Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Indian Institute of Science
- Indian National Science Academy
- Council of Scientific and Industrial Research, India