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Carbonyl allylations by allylic chlorides utilizing a reduction of tin (IV) iodide to triiodostannate (II) species with iodide sources

Y Masuyama, K Takeuchi, Y Kurusu

Index: Masuyama, Yoshiro; Takeuchi, Kaori; Kurusu, Yasuhiko Tetrahedron Letters, 2005 , vol. 46, # 16 p. 2861 - 2863

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Citation Number: 4

Abstract

Carbonyl allylations by allylic chlorides either with tin (IV) iodide and tetrabutylammonium iodide (TBAI) in dichloromethane or with tin (IV) iodide and sodium iodide in 1, 3- dimethylimidazolidin-2-one at room temperature produced the corresponding homoallylic alcohols. The carbonyl allylations probably proceeded via the reduction of tin (IV) iodide to triiodostannate (II) species with iodide sources such as TBAI and NaI, which led to the ...