Free-radical addition of thiolacetic acid to 4tbutyl-1-methylcyclohexene resulted in about 80% of trans-diaxial adduct (SAC group axial) and 20% of cis adduct (SAC. group equatorial). This is explained by assuming that in each instance the AcS. radica1 initiates a perpendicular attack on the C= C bond, but that attack from the “top” side of the cyclohexene molecule is preferred for steric reasone. The radical intermediates formed from addition of ...
