Bio-inspired formal total synthesis of (±)-bisabosqual A

被引：1

作者：

Du, Xuanxuan ^{[1
]}

Liu, Hainan ^{[1
]}

Wu, Yumeng ^{[1
]}

Tang, Yu ^{[1
,2
]}

机构：

[1] Ocean Univ China, Sch Med & Pharm, Key Lab Marine Drugs, Chinese Minist Educ, Qingdao 266003, Peoples R China

[2] Pilot Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266237, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 04期

基金：

中国国家自然科学基金;

关键词：

SQUALENE SYNTHASE INHIBITORS; CYCLOADDITION APPROACH; BIOMIMETIC SYNTHESIS; TETRACYCLIC CORE; BISABOSQUALS; SYSTEM;

D O I：

10.1039/d2qo01697d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new approach was developed to construct a hexahydrobenzofurobenzopyran ring system (6/6/5/6) by an oxa-[3 + 3] cycloaddition, intramolecular hetero-Diels-Alder reaction, oxidative aromatization, and oxidative cyclization cascade starting from 5-(hydroxymethyl)cyclohexane-1,3-dione and (2E,6E)-farnesal. This strategy provides a new solution for preparing tetracyclic hexahydrobenzofurobenzopyran rings with different functional groups at C-3 '-C4 '. As a synthetic application, the bio-inspired formal total synthesis of bisabosqual A was achieved.

引用

页码：1042 / 1046

页数：5

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