期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2014, 期 33, 页码 7377-7388出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403114
关键词
Fused-ring systems; Nitrogen heterocycles; Quinones; Aldehydes; Domino reactions; Michael addition; Diastereoselectivity
资金
- Ministerio de Ciencia e Innovacion (MICINN) [CTQ2011-24783]
- Comunidad de Madrid
- European Social Fund [SOLGEMAC-S2009/ENE-1617]
- UAM
Dihydrobenzo[1,3]dioxolanones, tetrahydrobenzo[d]oxazolones and heterotricyclic derivatives have been stereoselectively synthesized from p-quinols upon reaction with aldehydes or benzaldimines under basic catalysis. Reactions occurred in an experimentally simple one-pot procedure through a domino sequence of two or three reactions. The choice of 4-(dimethylamino)pyridine (DMAP) or 1,4-diazabicyclo[2.2.2]octane (DABCO) as catalyst and MeOH, tetrahydrofuran (THF), or dichloromethane as solvent was essential to achieve the synthesis of bicyclic dioxolanes from aldehydes or bicyclic or tricyclic N,O-aminals from imines. The stereochemical course of these processes is highly dependent on the nature of the electrophiles.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据