Cobalt-Mediated Synthesis of the Tricyclo[5.2.1.01,6]decene Framework in Solanoeclepin A

The stereocontrolled synthesis of the highly strained, tricyclo[5.2.1.0(1,6)]decene skeleton (C) of solanoeclepin A has been achieved through two key transformations: a [2,3]-Wittig rearrangement of allylpropargyl ether (A) to propargyl alcohol (B) having a trans-fused perhydroindane framework and the formation of the cyclobutane via a cobalt-mediated Hosomi-Sakurai type cyclization of an acetylene dicobalthexacarbonyl complex.