What question did this study set out to answer?

The aim was to develop an effective method for the total synthesis of spirobroussonin B.

May 9, 2026Natural Products and Bioprospecting0 citationsOpen Access

First total synthesis of (±)-spirobroussonin B via electromediated oxidative coupling for constructing spirodienone ring

HSHong-ji ShiYunnan University XZXi ZhangGeneral Cardiology CGCong-Xi GaoYunnan University

Key Points

The aim was to develop an effective method for the total synthesis of spirobroussonin B.
Utilized electromediated oxidative coupling for constructing spirodienone fragment.
Conducted the synthesis in four steps with a yield of 41.6%.
Determined absolute configurations through chiral resolution and ECD calculations.
Achieved total synthesis of spirobroussonin B with a gram scale coupling reaction.
Established a concise synthesis strategy applicable for related analogues.
Unambiguously determined the configurations of both enantiomers.

Abstract

Abstract An electromediated oxidative coupling strategy for constructing spirodienone fragment has been developed and applied as the key step for the total synthesis of (±)-spirobroussonin B. This concise route was accomplished in only four steps, 41.6% overall yield and the key coupling reaction was demonstrated on a gram scale. The absolute configurations of the enantiomers were unambiguously determined by chiral resolution and ECD calculations. This work establishes a solid foundation for developing practical and efficient syntheses of spirobroussonin B and related analogues. Graphical Abstract

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