A Facile Construction of the Quadranoid Skeleton: Application to the Total Synthesis of (+/-)-Suberosenone.
A tandem free radical cyclization-rearrangement sequence was designed and executed to produce tricyclo[4.3.2.0(1,5)]undecane 7 from cyclopentene 6A in a single operation. The total synthesis of suberosenone was accomplished from 7.