Total Synthesis of Stachyodin A via One-Pot Suzuki Coupling for Quick Construction of Carbon Skeleton

Stachyodin A, possessing a unique spirotetrahydrofuran ring system, was isolated from the roots of Indigofera stachyodes in 2018. The first total synthesis of racemic stachyodin A was accomplished in 14 steps. The efficient stereoselective synthetic route involved one-pot Suzuki coupling and stereocontrolled epoxidation followed by reductive opening and spirocyclization.

Automated summary

Stachyodin A, with a unique spirotetrahydrofuran ring system, was isolated from the roots of Indigofera stachyodes in 2018. The first total synthesis of racemic stachyodin A was accomplished in 14 steps.