Copper-Catalyzed Remote Enantioselective [4 + 1] Cyclization of Yne–Vinyl Allylic Esters with Cyclic 1,3-Dicarbonyl Compounds Enables Access to Spirocyclic Ketones
Abstract
Efficient approaches for asymmetric propargylic substitution via copper-allenylidene intermediates have been elegantly developed; however, the asymmetric transformations of metal vinyl-allenylidenes remain relatively underexplored. Here, we describe an efficient, copper-catalyzed, remote enantioselective [4 + 1] annulation of yne-vinyl allylic esters with cyclic 1,3-dicarbonyl compounds. This reaction proceeds via a copper divinyl-allenylidene complex, affording a series of chiral spirocyclic compounds in high yields with excellent enantioselectivity.
Fields of Study & Subjects
Catalytic Alkyne Reactions
Catalytic C–H Functionalization Methods
Catalytic Cross-Coupling Reactions
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 4
- Pages
- 1412–1417
- Publication date
- 16 January 2026
- Language
- EN