Enantioselective Rh/Cu-Catalyzed Addition of Terminal Alkynes to Allenes for the Synthesis of Chiral 1,4-Enynes

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Authors: Martin T. Daiger, Janika Kromer, Samuel Kaplan, Bernhard Breit
Cited by: 1
References: 29

Abstract

A regio- and enantioselective rhodium/copper-catalyzed coupling of readily available terminal alkynes and allenes is reported. This method enables direct, atom-economic access to chiral 1,4-enynes, a versatile class of compounds widely employed in the synthesis of natural products and pharmaceuticals. The transformation proceeds in high yields with excellent enantioselectivities and displays broad functional-group tolerance. The synthetic utility of the resulting products is further demonstrated through a range of downstream functionalizations that exploit the orthogonal reactivity of the alkyne and alkene moieties.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Catalytic Alkyne Reactions Catalytic Cross-Coupling Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
15
Pages
4981–4986
Publication date
7 April 2026
Language
EN