2‐Oxabicyclo[3.2.1]oct‐7‐yl‐Kationen

2‐Oxabicyclo[3.2.1]oct‐7‐yl Cations 2‐Oxabicyclo[3.2.1]octan‐7‐one ( 10 ) was prepared in five steps, starting from 3‐cyclopenten‐1‐ol ( 5 ). The tosylhydrazone 11 , derived from 10 , was photolyzed in 0.5 N NaOD/D 2 O to give >99% of 2‐oxabicyclo[3.2.1]octan‐ exo ‐7‐ol ( 9 ) with equal distribution of D at C‐1 and C‐7. In contrast to the parent 6‐bicyclo[3.2.1]octyl cation ( 1 ), the oxa analog 14 exhibits the same symmetry as was observed with the 6‐oxa‐2‐norbornyl cation ( 13 ). The conformational effects that are evident in 1 are overruled by strong n participation.