Total Syntheses of (+)-Hyperbeanols A–C, (+)-Hyperpatulol A, and (−)-Hypercohone G, as Well as Structure Revision of Hyperpatulol A, and Hyperbeanol B

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Authors: Xiao Liu, Tingjun Ma, Yu Bai, Zhepei Lu, Yuefeng Zhang, Zhihui Shao, Yanxing Jia
Cited by: 1
References: 49

Abstract

Hyperbeanols A-C, hyperpatulol A, and hypercohone G belong to spirocyclic polycyclic polyprenylated acylphloroglucinols (PPAPs). These natural products share the same unusual 6/6/5 spirocyclic skeleton and possess five stereocenters. The total syntheses of hyperbeanols A-C, hyperpatulol A, and hypercohone G have been accomplished. Among them, hyperbeanols B/C, hyperpatulol A, and hypercohone G were synthesized for the first time. The concise synthesis featured a Knoevenagel condensation to link two fragments and a Mn-(III)-mediated radical cyclization to construct the 6/6/5 spirocyclic skeleton. Besides, we also revised the structures of hyperpatulol A and hyperbeanol B.

Fields of Study & Subjects

Traditional and Medicinal Uses of Annonaceae Natural Compound Pharmacology Studies Plant-derived Lignans Synthesis and Bioactivity

Publication details

Journal / source
JACS Au
Publisher
American Chemical Society (ACS)
Volume
6
Issue
4
Pages
2209–2215
Publication date
14 April 2026
Language
EN