Catalytic Asymmetric Intramolecular Domino Allylic O-Alkylation/Allylic Dearomatization of Allyl Aryl Ethers

被引：0

作者：

Zhang, Yun-Qiao ^{[1
]}

Li, Ying-Long ^{[1
]}

Wang, Ke-Xu ^{[1
]}

Wang, Dong-Chao ^{[1
]}

Guo, Hai-Ming ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, State Key Lab Antiviral Drugs,Pingyuan Lab, Key Lab Green Chem Media & React,Minist Educ, Xinxiang 453007, Henan, Peoples R China

来源：

ORGANIC LETTERS | 2025年 / 27卷 / 23期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE DEAROMATIZATION; OXIDATIVE SPIROLACTONIZATION; CLAISEN REARRANGEMENT; NATURAL-PRODUCTS; IRIDIUM; CONSTRUCTION; NAPHTHOLS; DERIVATIVES; CYCLIZATION; CHEMISTRY;

D O I：

10.1021/acs.orglett.5c01540

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An intramolecular asymmetric allylic O-alkylation/allylic dearomative spirocyclization cascade has been successfully developed with allyl aryl ethers. In the presence of palladium and a phosphoramidite ligand, a series of spirocyclohexadienones with an exocyclic double bond were obtained in up to 98% yield with 98% ee. The asymmetric allylic alkylation mechanism was elucidated through control experiments. In addition, scale-up of the reaction and further transformations of the spirocyclic products were also performed, demonstrating the potential application of this method.

引用

页码：6013 / 6018

页数：6

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