Aromatic Amine and Chiral Phosphoric Acid Synergistic Catalyzed Cascade Reaction of Alkynylnaphthols with Aldehydes

被引：4

作者：

Wang, Chuan-Jin ^{[1
]}

Meng, Hao-Jie ^{[1
]}

Tang, Yue ^{[1
]}

Chen, Jie ^{[1
]}

Zhou, Ling ^{[1
]}

机构：

[1] Northwest Univ, Dept Chem & Mat Sci, Key Lab Synthet & Nat Funct Mol, Minist Educ, Xian 710127, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 07期

关键词：

VINYLIDENE-QUINONE METHIDES; CLICK CHEMISTRY; ALKYNE; FLAVANONES;

D O I：

10.1021/acs.orglett.4c00172

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel approach using aromatic amines and chiral phosphoric acids in a synergistic catalytic cascade reaction of 2-alkynylnaphthols with aldehydes has been established. This method offers a direct route to preparing flavanone analogues with excellent stereoselectivity. Mechanistic studies reveal a sequential process involving addition, elimination, cyclization, and hydrolysis in which aromatic amines and chiral phosphoric acids play key roles via imine-enamine and hydrogen bonding models.

引用

页码：1489 / 1494

页数：6

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