Terpenes as Naturally Occurring Stereochemical Templates: Conformationally Driven Discovery of Reactivity

Natural terpene-derived substrates have been used as stereochemical templates in the gold(I)-catalyzed cycloisomerization of aliphatic 1-bromoalkynes. The conformational restrictions imposed by these substrates have unlocked an unprecedented 5-<i>exo</i> cyclization mode in gold catalysis. This reactivity was extended to structurally simplified substrates.

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Publication Details

Journal
Organic Letters
Published
2025-09-23
DOI
https://doi.org/10.1021/acs.orglett.5c03431
Citations
3
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
2.81
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article

Terpenes as Naturally Occurring Stereochemical Templates: Conformationally Driven Discovery of Reactivity

Rubén Miguélez, Hannah Siera, Isabel Merino, Gebhard Haberhauer et al.
3 citations
Organic Letters
Catalytic Alkyne Reactions
2.81
article

Terpenes as Naturally Occurring Stereochemical Templates: Conformationally Driven Discovery of Reactivity

Rubén Miguélez, Hannah Siera, Isabel Merino, Gebhard Haberhauer, Johannes H. Schulte, Pablo Barrio, Omar Arto
article en
3 citations

Abstract

Natural terpene-derived substrates have been used as stereochemical templates in the gold(I)-catalyzed cycloisomerization of aliphatic 1-bromoalkynes. The conformational restrictions imposed by these substrates have unlocked an unprecedented 5-<i>exo</i> cyclization mode in gold catalysis. This reactivity was extended to structurally simplified substrates.

Organic LettersVol. 27(39)
Universidad de Oviedo (ES), University of Duisburg-Essen (DE)
Openalex Percentile: Top 9%
Catalytic Alkyne Reactions
2.81
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