Abstract
We used enone 15 as starting material, which underwent 1,2-addition and hydrolysis to afford enone 80. Next, conversion of 80 with 1,4-addition and iodination gave theα-iodo ketone 81. The [6,5] bicyclic products 83a and 83b were achieved using the atom-transfer cyclization ofα-iodo ketone 81 as the key step, followed by hydroboration of the resulting product furnished diol 84a and 84b, which were separable. The stereochemistry of 84a was confirmed the same as axisonitrile-1 (2) at C-3, C-8, and C-9 by single-crystal X-ray analysis. We believe that axisonitrile-1 (2) will be accomplished after functional group transformation.