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. Author manuscript; available in PMC: 2015 Feb 28.
Published in final edited form as: Nature. 2014 May 15;509(7500):299–309. doi: 10.1038/nature13274

Figure 5. Nickel-catalyzed Negishi-type cross-coupling of aromatic and aliphatic aziridines.

Figure 5

a, Nickel-catalyzed addition of organozinc halides to styrenyl aziridines (22) occurs with incorporation of the nucleophile (23) at the substituted position of the aziridine to furnish β,β-disubstituted amines (24). b, Nickel-catalyzed addition of organozinc halides (23) to aliphatic aziridines (25) directed by the cinsyl group, which imparts a preference for addition at the less substituted position of the aziridine. Ts, (4-methyl)phenylsulfonyl; DME, 1,2-dimethoxyethane; DMA, dimethylacetamide.