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Cyanide-Free Synthesis of Glycosyl Carboxylic Acids and Application for the Synthesis of Scleropentaside A

Liang-Jing Zou, Qiang Pan, Cai-Yi Li, Zeting Zhang, Xiaowei Zhang, Xiang‐Guo Hu

2020Organic Letters24 citationsDOI

Abstract

We have developed a cyanide-free strategy for the synthesis of glycosyl carboxylic acids, which can provide 1,2-trans or 1,2-cis glycosyl carboxylic acids and is compatible with common protecting groups. The synthetic utility was demonstrated by the synthesis of 12 unreported glycosyl acids and the total synthesis of scleropentaside A.

Topics & Concepts

GlycosylChemistryCyanideCombinatorial chemistryStereochemistryOrganic chemistryCarbohydrate Chemistry and SynthesisSynthetic Organic Chemistry MethodsPlant-derived Lignans Synthesis and Bioactivity
Cyanide-Free Synthesis of Glycosyl Carboxylic Acids and Application for the Synthesis of Scleropentaside A | Litcius