Addition of methylmagnesium iodide/cuprous iodide or of lithium dimethylcuprate to 2-exo-and 2-endomethyl-1 -(phenylsulfonyl)bicyclo[ 1.1.0]butane and determination of the relative geometry of the methyls in the 2,3-dimethylcyclobutanes obtained allowed us to establish that addition of the methyl group occurred from the endo side of the bicyclic molecule. Similarly, lithium aluminum hydride reduction of 2-exo,3-and 2-endo,3dimethylbicyclobutane was also found to occur by endo-addition of the hydride ion at position 3 of the bicyclic system.
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