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Iron(iii) Chloride-Catalyzed Activation of Glycosyl Chlorides

Iron(iii) Chloride-Catalyzed Activation of Glycosyl Chlorides

Scott A Geringer, Alexei V Demchenko

Org Biomol Chem. 2018 Dec 5;16(47):9133-9137.

PMID: 30430182

Abstract:

Glycosyl chlorides have historically been activated using harsh conditions and/or toxic stoichiometric promoters. More recently, the Ye and the Jacobsen groups showed that glycosyl chlorides can be activated under organocatalytic conditions. However, those reactions are slow, require specialized catalysts and high temperatures, but still provide only moderate yields. Presented herein is a simple method for the activation of glycosyl chlorides using abundant and inexpensive ferric chloride in catalytic amounts. Our preliminary results indicate that both benzylated and benzoylated glycosyl chlorides can be activated with 20 mol% of FeCl3.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP15742388	Pentaamminechloroiridium(III) chloride		15742-38-8	Price

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