Synthesis of Fused-Housane Derivatives via Intramolecular [2 + 2] Photocycloaddition

Herein, we describe a [2 + 2] photocycloaddition of cyclopropenes bearing a styryl group to prepare housane derivatives. The reaction occurs via selective excitation of the styrene fragment, enabling a completely stereoselective stepwise [2 + 2] cycloaddition. Fused-housane derivatives with an unprecedented substitution pattern are prepared in a simple manner using convenient visible light.

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Publication Details

Journal
Organic Letters
Published
2025-04-09
DOI
https://doi.org/10.1021/acs.orglett.5c00468
Citations
10
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
9.36

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article

Synthesis of Fused-Housane Derivatives via Intramolecular [2 + 2] Photocycloaddition

R. Vicente, Iratxe Barbolla, Miguel A. Rodrı́guez, David Suárez‐García
10 citations
Organic Letters
Radical Photochemical Reactions
9.36
article

Synthesis of Fused-Housane Derivatives via Intramolecular [2 + 2] Photocycloaddition

R. Vicente, Iratxe Barbolla, Miguel A. Rodrı́guez, David Suárez‐García
article en
10 citations

Abstract

Herein, we describe a [2 + 2] photocycloaddition of cyclopropenes bearing a styryl group to prepare housane derivatives. The reaction occurs via selective excitation of the styrene fragment, enabling a completely stereoselective stepwise [2 + 2] cycloaddition. Fused-housane derivatives with an unprecedented substitution pattern are prepared in a simple manner using convenient visible light.

Organic LettersVol. 27(15)
Universidad de Oviedo (ES), Universidad de La Rioja (ES), Consejo Nacional de Ciencia y Tecnología (PY), ORFEO-CINQA Research Network (ES)
Gobierno del Principado de Asturias, Ministerio de Ciencia, Innovación y Universidades, Agencia Estatal de Investigación
Openalex Percentile: Top 2%
Radical Photochemical Reactions
9.36
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