The cyclotrimerisation reaction of oxabenzonorbornadiene was investigated. Dibromooxabenzonorbornadiene 8 was converted into the bromostannyl derivative 9 which was used as a substrate of the cyclotrimerisation reaction. The reaction of 9 with copper(I) 2-thiophenecarboxylate (CuTC) gave an unstatistical 5:4 mixture of the isomeric cyclotrimers syn-4 and anti-4 in addition to a trace of protodestannylated bromoalkene 7.
Cyclotrimerization of 'Oxabenzonorbornadiene': Synthesis of syn- and anti-5,6,11,12,17,18-Hexahydro-5,18:6,11:12,17-triepoxytrinaphthylene
DE LUCCHI, Ottorino;FABRIS, Fabrizio;
2004-01-01
Abstract
The cyclotrimerisation reaction of oxabenzonorbornadiene was investigated. Dibromooxabenzonorbornadiene 8 was converted into the bromostannyl derivative 9 which was used as a substrate of the cyclotrimerisation reaction. The reaction of 9 with copper(I) 2-thiophenecarboxylate (CuTC) gave an unstatistical 5:4 mixture of the isomeric cyclotrimers syn-4 and anti-4 in addition to a trace of protodestannylated bromoalkene 7.
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