Palladium‐Catalyzed Construction of Quaternary Stereocenters by Enantioselective Arylation of γ‐Lactams with Aryl Chlorides and Bromides

Carina I. Jette, Irina Geibel, Shoshana Bachman, Masaki Hayashi, Shunya Sakurai, Hideki Shimizu, Jeremy B. Morgan, Brian M. Stoltz

Angewandte Chemie International Edition · 2019 · 51 citations · 43 references

Concepts

Abstract

Herein, we report the first Pd-catalyzed enantioselective arylation of α-substituted γ-lactams. Two sets of conditions were developed for this transformation, allowing for the use of either aryl chlorides or bromides as electrophiles. Utilizing a highly electron-rich dialkylphosphine ligand we have been able to construct α-quaternary centers in good yields (up to 91 % yield) and high enantioselectivities (up to 97 % ee).

References

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