ol501858w_si_002.cif (13.21 kB)

Novel Synthesis of Right Segment of Solanoeclepin A

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posted on 15.08.2014, 00:00 by Hsiang-Yu Chuang, Minoru Isobe
The highly strained tricyclo­[,6]­decene skeleton of solanoeclepin A was synthesized through two key C–C bond forming processes; thus, a Hg­(TFA)2-mediated oxymercuration followed an intramolecular aldol reaction to B and a SmI2-mediated cyclization of C between an aldehyde and an unsaturated ester to form the cyclobutane D having a tricyclo­[,6]­dodecene.