The Effect of the Gem‐Dimethyl Unit in the Gold‐Catalyzed Cycloisomerization of Aliphatic 1‐Bromoalkynes

European Journal of Organic Chemistry 2026 Open access

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Authors: Rubén Miguélez, Omar Arto, Hanna Siera, Isabel Merino, Gebhard Haberhauer, Pablo Barrio
DOI: 10.1002/ejoc.202500996
Cited by: 1
References: 50

Abstract

The introduction of the gem‐dimethyl unit in different positions resulted in sharp conformational effects in the gold‐catalyzed cycloisomerization of aliphatic 1‐bromoalkynes. Additionally, the cyclopropane unit has been used as an isostere of the gem‐dimethyl unit. Surprisingly, in this context, such replacement was unsuccessful. The experimental observations were rationalized with the aid of density functional theory (DFT) calculations.

Fields of Study & Subjects

Catalytic Alkyne Reactions Cyclopropane Reaction Mechanisms Organometallic Complex Synthesis and Catalysis

Publication details

Journal / source
European Journal of Organic Chemistry
Publisher
Wiley
Volume
29
Issue
12
Publication date
22 February 2026
Language
EN