All articles of this category Samarium(II) iodide mediated aryl radical cyclization of 1-allyloxy-2-iodobenzene in the presence of hexamethyl-phosphoric triamide (HMPA) produces a solution-stable organo-samarium intermediate that can be trapped with electrophiles (6 examples) or with aldehydes and ketones (Barbier-type coupling, 8 examples). These results suggest that traditional samarium(II) mediated Barbier reactions often proceed by an organometallic addition mechanism.
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Curran et al. (1990) studied this question.
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