Organocatalytic oxa-Michael/Michael Addition/Deformylation Cascade Reaction of 3-Formylchromone with p-Quinol: Synthesis of the Furanochromanone Skeleton,Advanced Synthesis & Catalysis

当前位置： X-MOL 学术 › Adv. Synth. Catal. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Organocatalytic oxa-Michael/Michael Addition/Deformylation Cascade Reaction of 3-Formylchromone with p-Quinol: Synthesis of the Furanochromanone Skeleton
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-11-30 , DOI: 10.1002/adsc.202201145
Xiurong Zheng ₁ , Jiajia Chen ₂ , Zhuowen Li ₁ , Lin Zhong ₁ , Ruoting Zhan ₁ , Huicai Huang ₁

Affiliation

An approach for the construction of furanochromanone skeletons has been developed through a DABCO-catalyzed cascade reaction with good yields (up to 83%) and high diastereoselectivity (>20:1 dr). Notably, the asymmetric catalytic version of this reaction was further studied, obtaining furanochromanones bearing four contiguous stereogenic centers with excellent enantio- and diastereoselectivity (up to 98% ee, >20:1 dr). This protocol causes the formation of a variety of substituted furanochromanones via an oxa-Michael/Michael addition/deformylation cascade reaction.

中文翻译：

有机催化 oxa-Michael/Michael 加成/脱甲酰化级联反应 3-甲酰色酮与对羟基苯甲酸：呋喃色满酮骨架的合成

通过 DABCO 催化的级联反应开发了一种构建呋喃并色满酮骨架的方法，具有良好的产率（高达 83%）和高非对映选择性（>20:1 dr）。值得注意的是，该反应的不对称催化形式得到了进一步研究，获得了带有四个连续立体中心的呋喃并色满酮，具有出色的对映和非对映选择性（高达 98% ee，>20:1 dr）。该协议通过 oxa-Michael/Michael 添加/脱甲酰化级联反应导致形成各种取代的 furanochromanones。

更新日期：2022-11-30

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11