Passing the buck: Rapid copper migration along the conjugated system results in regioselective remote conjugate addition of a lithium organocuprate to a polyenynyl carbonyl compound, as revealed by density-functional calculations (see scheme). The unique structural/electronic properties of the σ/π-allenyl–copper(III) intermediates are responsible for the selective CC bond formation at the terminal acetylenic position.
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Yoshikai et al. (2005) studied this question.
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