The reaction of but-2-enyltributylstannane with certain aldehydes in the presence of AlCl3–PriOH produces the α-adduct (3) either predominantly or exclusively, while the reaction in the presence of ordinary Lewis acids, such as TiCl4, SnCl4, and BF3·OEt2, affords the γ-adduct (2) exclusively.
Y. Yamamoto, N. Maeda and K. Maruyama, J. Chem. Soc., Chem. Commun., 1983, 742 DOI: 10.1039/C39830000742
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