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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.
Kawamoto et al. (Wed,) studied this question.