H. Kosugi et al., A FACILE AND EFFICIENT ROUTE TO THE BICYCLO[3.2.1]OCTANE SYSTEM - APPLICATION TO THE ENANTIOSELECTIVE APPROACH TO CYCLOPENTANOIDS, Chemical communications, (24), 1996, pp. 2743-2744
The reaction of (1,2-epoxy-1-methyl-ethyl)-5--methylcyclohex-1-ene 8 w
ith BF3 . Et(2)O provides, in one chemical operation, )-7-acetoxy-4,6-
dimethylbicyclo[3.2.1]octan-2-ones 9a,b which are then transformed to
-methyl-3-[(R)-1-methyl-3-oxobutyl]-cyclopentanone 16 with the same ab
solute configuration as that of the steroid D ring.