title: A Novel Strategy for Biomass Upgrade: Cascade Approach to the Synthesis of Useful Compounds via C-C Bond Formation Using Biomass-Derived Sugars as Carbon Nucleophiles.
abstract: Due to the depletion of fossil fuels, biomass-derived sugars have attracted increasing attention in recent years as an alternative carbon source. Although significant advances have been reported in the development of catalysts for the conversion of carbohydrates into key chemicals (e.g., degradation approaches based on the dehydration of hydroxyl groups or cleavage of C-C bonds via retro-aldol reactions), only a limited range of products can be obtained through such processes. Thus, the development of a novel and efficient strategy targeted towards the preparation of a range of compounds from biomass-derived sugars is required. We herein describe the highly-selective cascade syntheses of a range of useful compounds using biomass-derived sugars as carbon nucleophiles. We focus on the upgrade of C2 and C3 oxygenates generated from glucose to yield useful compounds via C-C bond formation. The establishment of this novel synthetic methodology to generate valuable chemical products from monosaccharides and their decomposed oxygenated materials renders carbohydrates a potential alternative carbon resource to fossil fuels.
authors.affiliation: Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology, 4259-G1-14 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8502, Japan. yamaguchi.s.ag@m.tietch.ac.jp.
authors.forename: Sho
authors.initials: S
authors.lastname: Yamaguchi
authors.affiliation: Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology, 4259-G1-14 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8502, Japan. baba.t.ab@m.tietch.ac.jp.
authors.forename: Toshihide
authors.initials: T
authors.lastname: Baba
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D018533:Biomass; D002241:Carbohydrates / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D057486:Carbon Cycle; D002384:Catalysis; D007783:Lactones / Q000737:chemistry
chemical_list: D000447:Aldehydes; D002241:Carbohydrates; D007783:Lactones; D002244:Carbon
keywords: Sn catalyst; aldol reaction; biomass conversion; carbohydrate; cascade reaction