Catalytic Enantioselective Reactions of Biomass-Derived Furans

Abstract

In this chapter, recent developments with regard to catalytic enantioselective reactions of furans, derived from biomass such as unsubstituted furan, 2-methylfuran, 2,5-dimethylfuran, and furfural are described. Although several review articles have dealt with the Diels-Alder reactions of furans, there have been no articles highlighting enantioselective versions. The resulting products derived from the catalytic enantioselective reaction of furan are often found as core structures in natural products and pharmaceuticals with important pharmacological activities. After recognizing the valuable skeleton of chiral furan derivatives, numerous attempts have been made to synthesize them by utilizing enantioselective cycloaddition reactions, Friedel-Crafts reactions, and nucleophilic addition reactions. Enantioselective cyclization reactions using furans as the 4π diene component provided chiral dihydrofuran derivatives. On the other hand, Friedel-Crafts and nucleophilic addition reactions served various furan derivatives with a chiral carbon atom in the α-position.

Evaluation of OxiOrganosolv pretreated hardwood and softwood lignocelluloses as substrates for the chemoenzymatic production of 5-hydroxymethylfurfural (HMF)

“…In seek of novel materials, furans are considered promising, because of their high chemical reactivity since they can participate in a plethora of reactions such as Diels-Alder, oxidative, and enantioselective cyclopropanation reactions [9]. Within this context, many furan monomers such as 5-hydroxymethylfurfural (HMF) and furfural (FF) can be exploited through biocatalytic and/or chemical processes for the synthesis of polyamines, polyesters, epoxides, and others [10].…”