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Cyclotrimerization of ‘Oxabenzonorbornadiene’: Synthesis of syn‐ and anti‐5,6,11,12,17,18‐Hexahydro‐5,18:6,11:12,17‐triepoxytrinaphthylene
Authors:Ottorino De&#x;Lucchi  Arif Datan  Aliye Altunda  Fabrizio Fabris  Metin Balci
Institution:Ottorino De?Lucchi,Arif Da?tan,Aliye Altunda?,Fabrizio Fabris,Metin Balci
Abstract:An efficient synthetic route to the concave‐shaped, potentially ionophoric syn‐ and anti‐isomers of 5,6,11,12,17,18‐hexahydro‐5,18:6,11:12,17‐triepoxytrinaphthylene ( 4 ) was elaborated. Starting from ‘oxabenzonorbornadiene’ ( 5 ), the stannylated precursor 9 was prepared in three steps, followed by cyclotrimerization catalyzed by copper(I) thiophene‐2‐carboxylate (CuTC) , which afforded 4 in a syn/anti ratio of 5 : 4.
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