Highly Regio- and Diastereoselective Phosphine-Catalyzed [2+4] Annulation of Benzofuran-Derived Azadienes with Allyl Carbonates: Access to Spiro[benzofuran-cyclohexanes]

被引：4

作者：

Huang, Yifei ^{[1
]}

Tan, Mengting ^{[1
]}

Wang, Nengzhong ^{[1
]}

Zhang, Yufei ^{[1
]}

Yao, Hui ^{[1
]}

Xiao, Xiao ^{[2
]}

Huang, Nianyu ^{[1
]}

Zou, Kun ^{[1
]}

机构：

[1] China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Hubei Key Lab Nat Prod Res & Dev, Key Lab Funct Yeast China Natl Light Ind, Yichang 443002, Peoples R China

[2] Zhejiang Univ Technol, Inst Pharmaceut Sci & Technol, Hangzhou 310014, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 18期

基金：

中国国家自然科学基金; 湖北省教育厅重点项目;

关键词：

CONSTRUCTION; GRISEOFULVIN; HETEROCYCLES; FILIFOLINOL; DERIVATIVES;

D O I：

10.1021/acs.joc.3c01154

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel highly regio-and diastereoselective phosphine-catalyzed [2 + 4] annulation of benzofuran-derived azadienes (BDAs) with acidic hydrogen-tethered allyl carbonates has been developed ingeniously. A range of functionalized spiro[benzofuran-cyclohexane] derivatives with two consecutive stereocenters were smoothly obtained in moderate to excellent yields under mild reaction conditions from readily available materials. Moreover, this method is a practical and scalable strategy that creates the core structural motif of the fungistatic drug, griseofulvin.

引用

页码：13030 / 13041

页数：12

共 25 条

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