Abstract

Resolution of endo-dicyclopentadine has been accomplished through fractional crystallization of choloro (3a,4,7,7a,tetrahydro-exo-6-methoxy-endo-4,7-methanoindene-endo-5σ,2π) (S-α-methylbenzylamine) platinum (II). and -palladium (II) complexes react with an excess of dl-sec-butyl alcohol to give the corresponding dicyclopentadiene sec-butoxy choloride complexes. The unreacted alcohol was recovered and was found to be optically active. This indicates the existance of asymmetric induction in the butoxylation reaction. In the most favorable run, the degree of stereoselectivity, calculated from experimental data, was about 18%.

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