通过串联双迈克尔加成反应立体选择性合成取代的 1,2-稠合糖。
Stereoselective synthesis of substituted 1,2-annulated sugars by domino double-Michael addition reaction.
机构信息
Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, 208016, India; PG and Research Department of Chemistry, C. Abdul Hakeem College (Autonomous), Melvisharam, 632509, Tamil Nadu, India.
Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, 208016, India.
出版信息
Carbohydr Res. 2019 May 15;477:26-31. doi: 10.1016/j.carres.2019.03.007. Epub 2019 Mar 21.
A simple, highly stereoselective one-pot methodology for the synthesis of novel 1,2-annulated sugars comprising of oxa-oxa and oxa-carbasugar fused skeletons from 2-nitrogalactal and a sugar-derived enone, obtained from 2-formylgalactal, promoted by KOBu and CHONa respectively is described. Both processes rely on a domino double-Michael addition reaction resulting in the formation of three stereocenters in a single pot, including a quaternary center.
描述了一种从 2-硝基半乳糖和糖衍生的烯酮（分别由 2-糠醛和 KOBu 和 CHONa 促进得到）合成包含氧杂氧杂和氧杂碳杂糖稠合骨架的新型 1,2-并环糖的简单、高度对映选择性一锅法方法。这两个过程都依赖于一锅法中的多米诺双迈克尔加成反应，从而在单个反应中形成三个立体中心，包括一个季碳原子。
Zotero 插件