Organocatalyst-mediated asymmetric one-pot/two domino/three-component coupling reactions for the synthesis of trans-hydrindanes

被引：0
|
作者：
Mori, Naoki [1 ]
Tachibana, Toshiki [1 ]
Umekubo, Nariyoshi [1 ]
Hayashi, Yujiro [1 ]
机构：
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai 9808578, Japan
来源：
CHEMICAL SCIENCE | 2024年 / 15卷 / 15期
基金：
日本学术振兴会;
关键词：
DIARYLPROLINOL SILYL ETHERS; HIGH-YIELDING SYNTHESIS; INHIBITOR (-)-OSELTAMIVIR; MICHAEL REACTION; POT ECONOMY; CYCLOPENTANONES; CONSTRUCTION; CASCADE; TIME;
D O I：
10.1039/d4sc00193a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Highly substituted trans-hydrindanes were synthesized by the three-component coupling reactions of 1,3-diethyl 2-(2-oxopropylidene)propanedioate and two different alpha,beta-unsaturated aldehydes catalyzed by diphenylprolinol silyl ether. The reaction proceeds via two successive independent catalytic domino reactions in a one-pot reaction by a single chiral catalyst. Domino reactions involve Michael/Michael and Michael/aldol reactions to afford trans-hydrindanes with excellent diastereoselectivity and nearly optically pure form.
引用
收藏
页码：5627 / 5632
页数：6
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