Asymmetric Synthesis of Axially Chiral Phosphamides via Atroposelective N-allylic Alkylation

Axially chiral anilide compounds are an emerging but scarcely investigated class of stereogenic molecules with potential ap-plications as biologically active scaffolds. Because of the lower rotation barriers, the synthesis of these compounds is a chal-lenging task. Furthermore, the status of the limited structure type of chiral anilide constrains the latent capacity of C-N axis as chiral source in the application of asymmetric synthesis. Herein, we disclose an efficient protocol for the construction of the rationally designed axially chiral phosphamides via atroposelective N-allylic alkylation reaction of MBH carbonates and phosphamides. The simple hydroquinidine catalyst proves to be most efficient in this artroposelective strategy, delivering the desired axially chiral phosphamides in good yields and high enantioselectivities. In addition, a phosphamide compound, which containing both P-stereogenic center and C-N axially chirality, can be obtained by this method through a kinetic resolu-tion process. Be...