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A simple monoselective C–H oxygenation approach for the synthesis of ursane triterpenoids†
Wenyi Mei,Sisi Fan,Yufei Han,Cunjian Shi,Lijie Qiu,Yunheng Shen,Zhenjiang Zhao,Yufang Xu,Honglin Li
Organic & Biomolecular Chemistry Pub Date : 01/13/2023 00:00:00 , DOI:10.1039/D3OB00016H
Abstract

Herein, we presented a simple approach for C–H oxidation in the C23 or/and C24 of ursane triterpenoids without any protection of a Δ12,13 double bond. As a result, from commercial ursolic acid (UA), six naturally occurring ursane triterpenoids were synthesized in overall yields of 3.4% to 36.8%, which implied the importance of this approach for the derivation of natural products and their application in biological activity.

Graphical abstract: A simple monoselective C–H oxygenation approach for the synthesis of ursane triterpenoids
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