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

David Suárez‐García, Miguel A. Rodrı́guez, Iratxe Barbolla, R. Vicente

2025Organic Letters12 citationsDOIOpen Access PDF

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.

Topics & Concepts

ChemistryIntramolecular forceCombinatorial chemistryStereochemistryCycloadditionOrganic chemistryCatalysisRadical Photochemical ReactionsFluorine in Organic ChemistryOxidative Organic Chemistry Reactions