Asymmetric Total Synthesis of (+)-Hyperbeanol A

A bioinspired alkylation dearomatization reaction was developed to construct the 5/6/6 fused-spiro tricyclic core framework and spiro-quaternary carbon chiral center. The usage of this approach for assembling these natural products of spirocyclic polycyclic polyprenylated acylphloroglucinols with an octahydrospiro-[cyclohexan-1,5'-indene] core is demonstrated by the first asymmetric total synthesis of highly oxidized hyperbeanol A.

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Publication Details

Journal
Organic Letters
Published
2024-12-19
DOI
https://doi.org/10.1021/acs.orglett.4c02930
Citations
2
Primary Topic
Natural Compound Pharmacology Studies
Type
article
Field-Weighted Citation Impact
1.20

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article

Asymmetric Total Synthesis of (+)-Hyperbeanol A

Xingchao Guan, Zhixiang Xie, Haodong Wang, Wanqiao Zhang
2 citations
Organic Letters
Natural Compound Pharmacology Studies
1.20
article

Asymmetric Total Synthesis of (+)-Hyperbeanol A

Xingchao Guan, Zhixiang Xie, Haodong Wang, Wanqiao Zhang
article en
2 citations

Abstract

A bioinspired alkylation dearomatization reaction was developed to construct the 5/6/6 fused-spiro tricyclic core framework and spiro-quaternary carbon chiral center. The usage of this approach for assembling these natural products of spirocyclic polycyclic polyprenylated acylphloroglucinols with an octahydrospiro-[cyclohexan-1,5'-indene] core is demonstrated by the first asymmetric total synthesis of highly oxidized hyperbeanol A.

Organic LettersVol. 27(1)
Lanzhou University (CN)
National Natural Science Foundation of China, Science and Technology Program of Gansu Province
Zero hunger
Openalex Percentile: Top 15%
Natural Compound Pharmacology Studies
1.20
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