Tetrahedron letters

Copper (I) iodide-catalyzed regioselective allylation of α-(2-pyridylthio) allylstannanes. A new route to δ, ε-unsaturated ketones

…, K Matsunaga, T Uruga, M Takakura, T Fujiwara

Index: Takeda, Takeshi; Matsunaga, Ko-Ichi; Uruga, Tetsuya; Takakura, Michiyo; Fujiwara, Tooru Tetrahedron Letters, 1997 , vol. 38, # 16 p. 2879 - 2882

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Citation Number: 16

Abstract

The reaction of α-(2-pyridylthio) allylstannanes with allylic halides in the presence of a catalytic amount of copper (I) iodide in DMSO-THF produced the 1, 5-dienes 3 in good yields. The γ-selective allylation using allyl chloride followed by the alkylation and hydrolysis of resulting vinyl sulfides gave δ, ε-unsaturated ketones.