17678-19-2Relevant articles and documents
Direct conversion of cellulose to 1-(furan-2-yl)-2-hydroxyethanone in zinc chloride solution under microwave irradiation
Yang, Lei,Li, Gang,Yang, Fang,Zhang, Song-Mei,Fan, Hong-Xian,Lv, Xiao-Na
, p. 2304 - 2307 (2011)
Conversion of cellulose to 1-(furan-2-yl)-2-hydroxyethanone has been demonstrated in concentrated zinc chloride solution under microwave irradiation. Compared with the conventional oil-bath heating mode, microwave irradiation significantly reduced the reaction time and increased the yield of 1-(furan-2-yl)-2-hydroxyethanone. A typical degradation reaction with cellulose produced 1-(furan-2-yl)-2-hydroxyethanone in 12.0% molar yield in ZnCl 2 solution (ZnCl2-H2O ratio = 2.25:1, w/w) with microwave irradiation at 600 W for 5 minutes at 135 °C.
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Harris,Feather
, p. 4813 (1972)
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Identification of 3-hydroxy-6-methyl-2H-pyran-2-one from pyrolysis of phosphoric acid-treated cellulosic materials
Koos, Miroslav,Repas, Milan,Ciha, Miloslav,Kocis, Pavol
, p. 333 - 335 (1980)
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Production of 2-hydroxyacetylfuran from lignocellulosics treated with ionic liquid-water mixtures
Yoshioka, Koichi,Yamada, Tatsuhiko,Ohno, Hiroyuki,Miyafuji, Hisashi
, p. 72405 - 72409 (2015)
Japanese cedar (Cryptomeria japonica) was treated with 12 ionic liquid (IL)-water mixtures at 120 °C for 1 h. Production of 5-hydroxymethylfurfural, furfural and 2-hydroxyacetylfuran (2-HAF) was observed by HPLC and GC-MS. This is the first report to identify 2-HAF from lignocellulosics using ILs. The optimal IL-water mixture was found to be a 90% pyridinium chloride and 10% water w/w solution, although any IL-water mixture that contained pyridinium or imidazolium salts produced all three compounds in varying yields.
A new chemical synthesis of Ascopyrone P from 1,5-anhydro-d-fructose
Andreassen, Mikkel,Lundt, Inge
, p. 1692 - 1696 (2006)
The naturally occurring antioxidant Ascopyrone P (1,5-anhydro-4-deoxy-d-glycero-hex-1-en-3-ulose, 1) was prepared from the rare sugar 1,5-anhydro-d-fructose (AF, 3) in three steps in an overall yield of 36%. Thus, acetylation of 3 afforded the enolone 3,6-di-O-acetyl-1,5-anhydro-4-deoxy-d-glycero-hex-3-en-2-ulopyranose (4), which could be isomerised to 2,6-di-O-acetyl-1,5-anhydro-4-deoxy-d-glycero-hex-1-ene-3-ulose (6). Deacetylation of 6 under mild conditions gave crystalline Ascopyrone P (1).
Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties
Lv, Hao-Peng,Yang, Xiao-Peng,Wang, Bai-Lin,Yang, Hao-Di,Wang, Xing-Wang,Wang, Zheng
, p. 4715 - 4720 (2021/06/28)
An asymmetric [3 + 2] cycloaddition of vinyl ethylenecarbonates (VECs) and (E)-3-arylvinyl substituted benzo[d] isothiazole 1,1-dioxides has been developed using the Pd complex of a bidentate phosphoramidite (Me-BIPAM) as the catalyst, providing a wide variety of chiral multistereogenic vinyltetrahydrofurans in good yields with excellent diastereo- and enantioselectivities (up to >20:1 dr, 99% ee).
Enantioselective [3 + 2] Cycloaddition Reaction of Ethynylethylene Carbonates with Malononitrile Enabled by Organo/Metal Cooperative Catalysis
Zhang, Yu-Chen,Zhang, Bo-Wen,Geng, Rui-Long,Song, Jin
supporting information, p. 7907 - 7911 (2019/01/04)
The first catalytic asymmetric decarboxylative [3 + 2] cycloaddition reaction of ethynylethylene carbonates with malononitrile has been developed successfully by an organo/copper cooperative system. This strategy led to a series of optically active polysu