Development of Multiple Local Computational Models in Retrosynthetic Analysis: Total Synthesis of (−)-Deoxylimonin
Abstract
This work describes the development of a de novo strategy to access the A,D- seco limonoids utilizing robust synthetic operations allowing for the synthesis of a characteristic member, deoxylimonin. The retrosynthetic strategy uses resilient chemistry for the assemblage of a key carbocyclic tricycle in only 8 synthetic maneuvers. This intermediate is then amalgamated through a modern variation on the classic combination of ring cleavage and formation using an oxy -Michael reaction as a key synthetic operation. Two discrete local computational models were developed and rapidly integrated into the design stages of retrosynthetic analysis, illustrating how multiple local models augment the intersection of transform-based and structure-goal-based approaches.
Fields of Study & Subjects
Phytochemical compounds biological activities
Synthesis and Characterization of Pyrroles
Multicomponent Synthesis of Heterocycles
Publication details
- Journal / source
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Volume
- 148
- Issue
- 5
- Pages
- 4886–4892
- Publication date
- 26 January 2026
- Language
- EN