中国化学快报(英文版)2024,Vol.35Issue(3) :234-238.DOI:10.1016/j.cclet.2023.108338

Divergent total synthesis of marine meroterpenoids(+)-dysidavarones A-C

Qunlong Zhang Yang Kuang Le Chang Jingyi Kang Bingjian Wang Chuanke Chong Zhaoyong Lu
中国化学快报(英文版)2024,Vol.35Issue(3) :234-238.DOI:10.1016/j.cclet.2023.108338

Divergent total synthesis of marine meroterpenoids(+)-dysidavarones A-C

Qunlong Zhang 1Yang Kuang 1Le Chang 1Jingyi Kang 1Bingjian Wang 1Chuanke Chong 1Zhaoyong Lu1
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作者信息

  • 1. State Key Laboratory of Medicinal Chemical Biology,College of Pharmacy,Nankai University,Tianjin 300350,China
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Abstract

Here,we report a concise and divergent enantioselective total synthesis of marine sesquiterpene quinone meroterpenoids(+)-dysidavarones A-C(1-3)using predysidavarone 6 as a key common intermediate.The highly strained and bridged eight-membered carbocycle of predysidavarone 6 was constructed by a one-pot intermolecular alkylation and intramolecular arylation of Wieland-Miescher ketone derivative 11 and benzyl bromide 12.The total synthesis of(+)-dysidavarones A-C(1-3)was achieved from predysi-davarone 6 in a divergent manner by a late-stage introduction of the ethoxy group,which reveals the possible source of the ethoxy group within(+)-dysidavarones A-C(1-3)and provides a late-stage modi-fiable route for the synthesis of dysidavarone analogs for further anti-cancer activity evaluation.

Key words

Total synthesis/Natural product/Dysidavarones A-C/Sesquiterpene quinone/Meroterpenoid

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基金项目

国家自然科学基金(22171146)

国家自然科学基金(21971121)

国家自然科学基金(22188101)

中国博士后科学基金(2021M701775)

出版年

2024
中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCDCSCD
影响因子:0.771
ISSN:1001-8417
参考文献量20
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