T. Takeda et al., COPPER(I) IODIDE-CATALYZED REGIOSELECTIVE ALLYLATION OF ALPHA-(2-PYRIDYLTHIO)ALLYLSTANNANES - A NEW ROUTE TO DELTA,EPSILON-UNSATURATED KETONES, Tetrahedron letters, 38(16), 1997, pp. 2879-2882
The reaction of alpha-(2-pyridylthio)allylstannanes with allylic halid
es in the presence of a catalytic amount of copper(1) iodide in DMSO-T
HF produced the 1,5-dienes 3 in good yields. The gamma-selective allyl
ation using allyl chloride followed by the alkylation and hydrolysis o
f resulting vinyl sulfides gave delta,epsilon-unsaturated ketones. (C)
1997 Elsevier Science Ltd.