Intermolecular Sml2-mediated Barbier and Grignard Reactions

3 Intermolecular Sml2-mediated Barbier and Grignard Reactions 

Representative procedure,98 To a stirred solution of Sml2 (2 mmol) in THF (50 ml) under nitrogen was added the carbonyl compound (1 mmol) in THF (5 ml), followed by the halide (1 mmol) in THF (5 ml). The reaction was carried out either at room temperature or in refluxing THF, with the reaction deemed complete when 

Carbon-Carbon Bond-forming Reactions Using Sml2 

Representative procedure 01 To a stirred solution of Sml2 (2 equiv) in THP was added the allyl iodide (1 equiv) at 0 °C and the mixture was stirred for 1 h. The substrate (0.45-0.90 equiv) was then added and the reaction was allowed to warm to room temperature. Once the reaction was complete, the mixture was subjected to acidic hydrolysis and the corresponding product isolated. 

To prevent competing hydrogen atom abstraction from THF, Kunishima and Tani have shown that benzene can be used as the solvent. For example, iodobenzenes,109 iodoalkynes116,117 and vinyl halides118 undergo efficient 

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