Scheme 1. Enantioselective palladium-catalyzed cross-coupling of a-bromo carboxamides and aryl boronic acids.Scheme 2. Mechanistic proposal to inhibit the second transmetalation.Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.

A general synthesis of chiral α,α-diaryl carboxamides is developed by enantioselective cross-coupling between 2bromo-2-aryl carboxamides and arylboronic acids, leading to a series of chiral α,α-diaryl carboxamides with various electronic properties and functionalities in moderate to excellent enantioselectivities and yields. The employment of a sterically bulky chiral P,PO ligand L2 is critical for the reactivity and selectivity. This protocol is applied to an efficient asymmetric synthesis of a key intermediate of dopamine receptor agonist SKF 38393. Letter pubs.acs.org/OrgLett

An efficient Pd-catalyzed reductive cross-coupling between α-bromo carboxamides and terminal alkynes was developed. Instead of affording the Sonogashira coupling products, the protocol provided a series of β,γ-alkenyl carboxamides which were...