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The ambiphilic vinylcarbenoid reactivity of (α-(tributylstannyl)-π-allyl)palladium(II) species is demonstrated by the reaction of acetoxystannanes with Pd(dba) 2, which promotes electrophilic metal−carbene reactions such as dimerization and cyclopropanation of strained alkenes. On the other hand, Pd(PPh 3 ) 4 and dppe revealed the nucleophilic nature of the dimetallic intermediates through sequential reactions of the carbon−metal bonds with dimethyl malonate.
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Trepanier et al. (2006) studied this question.
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