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- Title
Facile Stereoselective Approach to Diverse Spiroheterocyclic Tetrahydropyrans: Concise Synthesis of (+)‐Broussonetine G and H.
- Authors
Zhou, Li; Yu, Shu‐Yang; Tang, Yong; Wang, Lijia
- Abstract
A highly diastereoselective copper‐catalyzed multicomponent cyclization of exocyclic enol ethers/enamines with methylene malonate and aldehydes has been developed to furnish spiroheterocyclic tetrahydropyrans in high yields with greater than 95:5 d.r. This method is practical, in that 36 examples, including a range of aldehydes and exo‐vinyl heterocycles, are presented. By applying the newly developed method, the total synthesis of (+)‐broussonetine G and formal synthesis of (+)‐broussonetine H were achieved in a concise way.
- Subjects
TETRAHYDROPYRANYL compounds; ENOL ethers; ALDEHYDES; HETEROCYCLIC compounds; AROMATIC aldehydes
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 42, p15158
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201907353