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Bis(tert-butyldiphenylsilyl)cuprate 1 reacts with allenes to form allyl- and vinyl-silanes. With allene itself the cuprate reagent shows a different regiochemistry from that of bis(phenyldimethylsilyl)cuprate. The regiochemistry can be controlled by choosing an appropriate reaction temperature. The intermediate cuprate 4 resulting from the addition of 1 to allene reacts with a wide variety of electrophiles giving functionalised allylsilanes. Phenylallenes isomerise to acetylenes.
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Barbaro et al. (1991) studied this question.
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