The stereospecificity of the reduction of 1-fluoro-(l), 1-methoxy-(2), 1-(methoxycarbony1)-(3), 1-(trimethylsily1)-(4), 1-methyl-(5), and 1-unsubstituted 7-chloro-7-fluoronorcarane (6) with neat tributyltin hydride has been measured and found to decrease in the order 5= 4> 6> 3> 2> 1. This suggests that the configurational stability of the 7-fluoro-7-norcaryl radical is affected by the substituent situated at the position 8 to the radical center; the 8- ...
