Indium (III) Chloride/Chlorotrimethylsilane as a Highly Active Lewis Acid Catalyst System for the Sakurai− Hosomi Reaction

Y Onishi, T Ito, M Yasuda, A Baba

Index: Onishi, Yoshiyuki; Ito, Takeshi; Yasuda, Makoto; Baba, Akio European Journal of Organic Chemistry, 2002 , # 9 p. 1578 - 1581

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Citation Number: 42

Abstract

Abstract The indium (III) chloride/chlorotrimethylsilane system acts as a catalyst for the Sakurai− Hosomi reaction between allylsilanes and aldehydes. When γ-substituted allylsilanes such as crotylsilane and prenylsilane are used a high regioselectivity for γ- addition is observed. Smaller amounts of the catalyst (5 mol%) effectively afforded the allylation products, although larger amounts (20 mol%) gave no product whatsoever. ...

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