Ligand-Controlled Monoselective C-Aryl Glycoside Synthesis via Palladium-Catalyzed C–H Functionalization of N-Quinolyl Benzamides with 1-Iodoglycals

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• 作者：Minglong Liu ; Youhong Niu ; Yan-Fen Wu ; Xin-Shan Ye
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：April 15, 2016
• 年：2016
• 卷：18
• 期：8
• 页码：1836-1839
• 全文大小：460K
• 年卷期：0
• ISSN：1523-7052

文摘

A monoselective synthesis of aryl-C-Δ^1,2-glycosides from 1-iodoglycals via palladium-catalyzed ortho-C–H activation of N-quinolyl benzamides has been developed. An amino acid derivative was used as a crucial ligand to improve the yield and monoselectivity of the coupling reaction. The utility of this protocol was demonstrated by a concise synthesis of key moieties of some natural products.