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Updated: Jun 10, 2026

Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
Published on: September 6, 2019
Formal synthesis of protosappanin A
Liuping Yu1, Jiahe Niu1, Jiandong Zhang2
1College of Artificial Intelligence, Taiyuan University of Technology, Taiyuan, China.
Abstract:
Protosappanin A, a polyphenolic natural product bearing a unique 6H-dibenzo[b,d]oxocin-7(8H)-one moiety, is an important and novel monomer component of Caesalpinia sappan L. that exerts a variety of promising biological activities. Herein, we report a formal synthetic route to protosappanin A. The key feature of our synthetic strategy involves a Suzuki coupling reaction, a ring-closing metathesis (RCM) reaction, a dihydroxylation reaction, and a hydrochloric acid-catalysed pinacol rearrangement for the construction of the core 6H-dibenzo[b,d]oxocin-7(8H)-one scaffold.
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