Silacupration of Oxabicyclic Compounds. An Interrupted Ring Opening Reaction

Article abstract of DOI:10.1021/jo00028a003

Oxabicyclo<3.2.1>octenes have been found to undergo silacupration when treated with (PhMe2Si)Cu*LiCN.Ring closure of the cuprate onto a remote carbonyl group at C-3 provides tricyclic compounds.Trapping experiments with a variety of other electrophiles prior to the closure reaction have also been achieved.