Total Synthesis of Scandine
Abstract
The total synthesis of scandine was achieved via three key transformations: an intramolecular reductive Heck reaction to construct the six-membered lactam, an intramolecular azomethine ylide cycloaddition to form the pyrrolidine and cyclopentane rings, and a ring-closing metathesis to generate an unsaturated six-membered ring. A cyclopropene ring served as an effective surrogate for the geminal divinyl group, while an alkyne unit introduced via alkynylation of a malonate derivative functioned as the reaction site for the pivotal ring-forming steps.
Fields of Study & Subjects
Synthetic Organic Chemistry Methods
Cyclopropane Reaction Mechanisms
Advanced Synthetic Organic Chemistry
Publication details
- Journal / source
- JACS Au
- Publisher
- American Chemical Society (ACS)
- Volume
- 6
- Issue
- 4
- Pages
- 2198–2202
- Publication date
- 18 March 2026
- Language
- EN