Nickel-catalyzed synthesis improves selectivity for quaternary carbon centers in secondary amines, suggesting a versatile method.
A catalytic multicomponent coupling method for the site-selective and diastereoselective preparation of secondary amines containing tertiary and quaternary carbon centers is disclosed. Reactions employ simple reagents (imines, 1,3-dienes, and organoborons) and are promoted by a readily available nickel-catalyst supported by a pyridyl-phosphine ligand. The influence of diene substitution is shown to be a key factor in controlling the selectivity between quaternary and tertiary carbon center formation.
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Mickles et al. (2025) studied this question.
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