The influence of the bridgehead methyl group on syn/anti diastereoselectivity in the cyclotrimerisation of polycyclic alkenes was investigated. To this end, three different enantiopure vic-bromo(trimethylstannyl)-substituted bicyclic olefins were prepared and used as probes. The effects of different copper(II) or -(I) salts were studied, and most dimeric intermediates were independently synthesised and characterised.
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