Enantioselective Total Synthesis of (+)‐Propolisbenzofuran B

Comprehensive Summary The first catalytic asymmetric total synthesis of (+)‐propolisbenzofuran B, enabled by a highly enantioselective rhodium‐catalyzed hydrogenation of a tetrasubstituted olefin, was described. Other noteworthy aspects include the construction of the central hydrodibenzo[ b , d ]fu...

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Bibliographic Details
Published inChinese journal of chemistry
Main Authors Xu, Wen‐Xiu, Zhao, Li‐Han, Zhu, Yao, Lu, Hai‐Hua
Format Journal Article
LanguageEnglish
Published 22.07.2024
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Summary:Comprehensive Summary The first catalytic asymmetric total synthesis of (+)‐propolisbenzofuran B, enabled by a highly enantioselective rhodium‐catalyzed hydrogenation of a tetrasubstituted olefin, was described. Other noteworthy aspects include the construction of the central hydrodibenzo[ b , d ]furan core through a sequence of Zn(II)‐mediated regioselective benzofuran formation and Dieckmann condensation, as well as C‐H oxidations, involving a visible light‐induced Fe(III)‐catalyzed benzylic C(sp 3 )‐H oxidation. Additionally, the absolute configuration was confirmed by X‐ray analysis of a carbonate intermediate.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.202400563