A simple monoselective C-H oxygenation approach for the synthesis of ursane triterpenoids

Herein, we presented a simple approach for C-H oxidation in the C23 or/and C24 of ursane triterpenoids without any protection of a Δ 12,13 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%, wh...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-02, Vol.21 (7), p.1395-1398
Hauptverfasser: Mei, Wenyi, Fan, Sisi, Han, Yufei, Shi, Cunjian, Qiu, Lijie, Shen, Yunheng, Zhao, Zhenjiang, Xu, Yufang, Li, Honglin
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Sprache:eng
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Zusammenfassung:Herein, we presented a simple approach for C-H oxidation in the C23 or/and C24 of ursane triterpenoids without any protection of a Δ 12,13 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. The total syntheses of six ursane triterpenoids have been realized from ursolic acid via a simple monoselective C-H oxygenation approach.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00016h