电泳剂
芳基
亲核细胞
催化作用
俘获
群(周期表)
联轴节(管道)
化学
组合化学
药物化学
有机化学
材料科学
生物
生态学
烷基
冶金
作者
Zanjila Azeem,Shashiprabha Dubey,Pintu Kumar Mandal
标识
DOI:10.1021/acs.joc.4c01867
摘要
Herein, we describe a stereoretentive palladium-catalyzed cross-coupling between the in situ-generated glycosyl thiolate anion and diverse (hetero)aryl iodides at room temperature for creating the library of (hetero)aryl thioglycosides. The key to success is the judicious pairing of bis-electrophilic–nucleophilic partners with a variety of thioesters in an atom-economical way in which both the glycosyl thiolate anion and the acylium cation are incorporated into the final analogue. The advantage of this method is the acyl transfer on various nucleophilic partners, including a hydroxyl, a primary or secondary amine, an amino acid, and the biologically active hSGLT1 inhibitor.
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