Copper(I) Iodide-Promoted Allylation of Allyl- and Vinyl-silanes Assisted by IntramolecularCoordination

The allylation products, l-(2-pyridylthio)alk-l,5-dienes, were produced regioselectively when l-(2-pyridylthio)-l-(trimethylsilyl)alk-2-enes were treated with allylic chlorides in the presence of CuI and KF. The similar reaction of l-(2-pyridylthio)-l(trimethylsilyl)alk-l-enes with allylic chlorides produced the 1,4dienes with complete retention of configuration.