Palladium‐Catalyzed Difunctionalization of 1,3‐Diene with Amine and Disilane under a Mild Re‐oxidation System

Kazuyuki Torii, Atsushi Kawakubo, Xianjin Lin, Tetsuaki Fujihara, Tatsuo Yajima, Yasushi Obora

Chemistry - A European Journal · 2021 · 14 citations · 31 references

Concepts

Abstract

Abstract A highly regioselective and stereoselective difunctionalization reaction of 1,3‐diene with amine and disilane to form C−N and C−Si bonds via a one‐step Pd/Cu/O 2 system is disclosed. The difunctionalization reaction affords allylic silanes, including the allylic amine moiety, in up to 92 % yield in the absence of any acid, base, or external ligand. The developed synthetic methodology can be scaled to 100 g in high yield with high Z ‐selectivity, which demonstrates the feasibility of the reaction for industrial applications.

References

31