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

No abstract

reactions of organo-metal compounds reactions of organo-metal compounds O 0350 -050Copper(I)-Iodide Catalyzed Regioselective Allylation of α-(2-Pyridylthio)allylstannanes. A New Route to δ,.epsilon.-Unsaturated Ketones.-In contrast to α-(2-phenylthio)allylstannanes, the copper(I)catalyzed allylation of α-(pyridylthio)allylstannanes or the . gamma.-analogue (XVII) results generally in preferred γ-allylation with a variety of allylic halides. The γ-products (cf. (VII) or (XIII)) can be converted to δ,.epsilon.-unsaturated ketones. -(TAKEDA, T.; MATSUNAGA, K.; URUGA, T.; TAKAKURA, M.; FUJIWARA, T.; Tetrahedron Lett. 38 (1997) 16, 2879-2882; Dep. Appl.

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