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syn-Selective Rhodium(I)-Catalyzed Allylations of Ketimines Proceeding through a Directed C-H Activation/Allene Addition Sequence

Rhodium(I)-catalyzed C-H functionalization of aryl ketimines and subsequent carborhodation of a terminal allene resulted in the formation of allyl rhodium intermediates, which underwent allylation of the imine to give cyclized products, e.g., I, with high regioselectivity and diastereoselectivity. Preliminary attempts to develop an enantioselective variant were also successful.

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