Copper-Catalyzed Remote Enantioselective [4 + 1] Cyclization of Yne–Vinyl Allylic Esters with Cyclic 1,3-Dicarbonyl Compounds Enables Access to Spirocyclic Ketones

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Authors: Zihan Wang, Rui-Xue Liu, Yu-Xuan Liu, Xin-Chen Liu, Kangning Cao, Tao‐Yan Lin
Cited by: 6
References: 54

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