Journal
ORGANIC LETTERS
Volume -, Issue -, Pages -Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03606
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- Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) [444632635, TRR 325, 1372/23]
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This study presents a visible light-driven approach for the synthesis of Bicyclo[2.2.1]hexanes, and shows the possibility of further functionalization through consecutive reactions.
Bicyclo[2.2.1]hexanes have become increasingly popular building blocks in medicinal chemistry as bridged scaffolds that provide unexplored chemical space. We herein report a visible light-driven approach to these compounds that relies on an intramolecular crossed [2 + 2] photocycloaddition of styrene derivatives enabled by triplet energy transfer. Bicyclo[2.2.1]hexanes were obtained in good to high yields (19 examples, 61%-quantitative yield) and allowed for further functionalizations by consecutive reactions, thereby opening different pathways to decorate the aliphatic core structure.
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